- CATALYZED SYNTHESIS OF CHALCONES UNDER INTERFACIAL SOLID-LIQUID CONDITIONS WITH ULTRASOUND.
-
The sonochemical synthesis of chalcones, catalyzed by an activated barium hydroxide catalyst under interfacial solid-liquid conditions, is carried out with very good yields.The sonochemical process takes place at room temperature and with a lower catalyst weight and reaction time than the thermal process.
- Fuentes, A.,Marinas, J. M.,Sinisterra, J. V.
-
-
Read Online
- Preparation of a Bi2WO6 catalyst and its catalytic performance in an alpha alkylation reaction under visible light irradiation
-
In this study, different types of Bi2WO6 catalysts were synthesized by a hydrothermal method using Bi(NO3)3?5H2O and Na2WO4?2H2O as precursors, and various characterization methods, such as X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), transmission electron microscopy (TEM), UV–vis diffuse reflectance spectroscopy (UV–vis DRS), Brunauer-Emmett-Teller (BET) specific surface area measurements, and photoluminescence (PL) analysis, were used to characterize the morphologies, structures, and valence states of the catalysts. Then, the catalysts were used to catalyze the alpha alkylation reaction of benzyl alcohol and acetophenone to obtain 1,3-diphenyl-1-propenone under visible light irradiation, and the photocatalytic reaction conditions were optimized. To expand the applicable range of alpha alkylation, the influence of different alcohols and different ketone derivatives on the photocatalytic reaction was determined. In addition, the effects of the wavelength and intensity of the light used were also important, and the recyclability of the catalyst and active species (such as superoxide radicals ([rad]O2?), holes (h+) and electrons (e?)) produced during the reaction were tested.
- Liu, Xiaoling,Li, Haiying,Ma, Jingjing,Yu, Xiujuan,Wang, Yan,Li, Jingyi
-
-
Read Online
- Synthesis, anti-inflammatory, analgesic, COX-1/2 inhibition activities and molecular docking study of pyrazoline derivatives
-
Design, synthesis and pharmacological activities of a group of 1,3,5-trisubstituted pyrazolines were reported. The chemical structures of the synthesized compounds have been assigned on the basis of IR, MS, 1H NMR, and 13C NMR spectral analyses. The synthesized 1,3,5-trisubstituted pyrazoline derivatives were evaluated in vivo for anti-inflammatory, analgesic activities and in vitro for COX-1/2 inhibition assay. Among the tested compounds, derivatives 4h, 6e, 7a, 7e, and 9 showed more potent anti-inflammatory and analgesic activities than the reference drug celecoxib. On the basis of their higher activities in the in vivo studies compared with celecoxib, the five compounds 4h, 6e, 7a, 7e and 9 were selected to test their inhibitory activities against ovine COX-1/2 using an in vitro cyclooxygenase inhibition assay. Docking study of compounds 7a, 7e and 9 into the COX-2 binding site revealed a similar binding mode to SC-558, a selective COX-2 inhibitor.
- Abdel-Sayed, Maged A.,Bayomi, Said M.,El-Sherbeny, Magda A.,Abdel-Aziz, Naglaa I.,Eltahir, Kamal Eldin H.,Shehatou, George S.G.,Abdel-Aziz, Alaa A.-M.
-
-
Read Online
- Microwave assisted knoevenagel condensation: A facile method for the synthesis of chalcones
-
Microwave irradiation of aromatic aldehydes with acetophenones or malonic acid in presence of anhydrous zinc chloride was resulted exclusively chalcones and cinnamic acids respectively in high yields.
- Reddy,Maitraie,Narsaiah,Rambabu,Shanthan Rao
-
-
Read Online
- Some thiocarbamoyl based novel anticathepsin agents
-
Cathepsins have emerged as important targets in various tissues degenerative disorders due to their involvement in degradation of extracellular matrices and endogenous protein turnover. Elevated cathepsins levels vis-à-vis decreased concentration of endogenous inhibitors has been reported at different diseased sites. The design and synthesis of specific potential anti-cathepsin agents is therefore of great significance. Most of potential anti-cathepsin agents developed have peptide based structures with an active warhead. Due to oral instability and immunogenic problems related to peptidyl inhibitors drift the synthesis and evaluation of non-peptide cathepsin inhibitors in last two decades. The present work provides a detailed structure activity relationship for developing potential non-peptide anticathepsin agents based on in-vitro inhibition studies of a library of synthesized thiocarbamoyl- non-peptide inhibitors.
- Kaur, Ravinder,Raghav, Neera
-
-
Read Online
- Efficient aldol condensation by using modified CaO as solid-base catalysts
-
A new type of solid-base catalyst for aldol condensation reaction was prepared by modifying commercial CaO with benzyl bromide in a simple way. It was found that modified CaO can effectively catalyze the aldol condensation of acetophenone and benzaldehyde to produce chalcone with a high conversion and good selectivity. The catalyst gave a higher yield (90.5%) of chalcone than commercial CaO. The high catalytic activity and stability of this catalyst was related to the organic modifier with a hydrophilic functional group that improved the diffusion of grease to the catalyst surface and prevented its hydration. The influence of several reaction parameters, such as temperature, catalyst loading and the moisture absorption rate of modified CaO, was investigated. From the results, the basic centers of modified CaO are stable and hardly poisoned by CO2 unlike commercial CaO. The catalyst was completely recyclable without significant loss in activity up to five reaction cycles. Moreover, this catalyst showed a promising future in providing an environmentally clean process for the industrial sector. Springer Science+Business Media B.V. 2011.
- Tang, Ying,Chen, Gang,Lu, Yong
-
-
Read Online
- Convenient preparation of chiral α,β-epoxy ketones via claisen-schmidt condensation-epoxidation sequence
-
A novel Clasisen-Schmidt condensation-epoxidation sequence of aldehydes and ketones was developed to produce a series of chiral α,β-epoxy ketones under asymmetric phase-transfer catalytic conditions. The organocatalytic method reported here can afford chiral α,β-epoxy ketones under mild conditions with moderate to good yields and up to 96% ee.
- Wang, Yongcan,Ye, Jinxing,Liang, Xinmiao
-
-
Read Online
- An efficient one-pot synthesis of 2,3-epoxyl-1,3-diaryl-1-propanone directly from acetophenones and aromatic aldehydes under ultrasound irradiation
-
A convenient and efficient one-pot synthesis of 2,3-epoxyl-1,3-diaryl-1-propanone directly from acetophenones and aromatic aldehydes under ultrasound irradiation at room temperature has been described. In comparison to two-step methods, the present procedure has the advantages of mild conditions, shorter reaction time, without isolation of any intermediate, saves energy and no requirement of toxic solvent.
- Li, Ji-Tai,Yin, Ying,Sun, Ming-Xuan
-
-
Read Online
- Effect of phosphorus amount on the particle size and catalytic performance of heterogeneous nickel(ii) schiff-base complex in aldol condensation reaction
-
The organic-inorganic hybrid of citric acid, tetraethoxysilane (TEOS), and triethylphosphate (TEP) doped by a nickel Schiff-base complex was prepared by sol-gel method. The prepared composites were characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM), transmittance electron microscopy (TEM), scanning tunnelling microscopy (STM), and infrared spectroscopy (IR). In order to determine the phosphorus amount effect on the catalytic activity of the prepared composites, the aldol condensation was used as a model reaction. The results revealed that the composite with 10% phosphorus is a better catalyst in comparison with other composites.
- Eshtiagh-Hosseini, Hossein,Tabari, Taymaz
-
-
Read Online
- Mechanism of the Conant-Swan Fragmentation and the Formation of Monomeric Metaphosphate Ion
-
The decomposition of PhCH(PO32-)CHBrCOPh (I) to yield bromide ion, chalcone, and monomeric metaphosphate ion, PO3-, occurs cleanly in methanol at 25 deg C with a rate constant of 69 s-1.Only in the presence of strong base are phosphonic acids fully ionized in methanol, but the reaction is shown to be that of the dianion, and the rate is unaffected by additional nucleophiles.Substitution of a p-methoxyl group into the first phenyl group of I increases the rate about 25-fold and indicates that the formation of the double bond occurs in the rate-limiting step of the overall process; this and additional data rule out the formation of a phostone as intermediate.The reaction thus appears to be a simple fragmentation, where free monomeric metaphosphate is formed.
- Calvo, Kim C.,Westheimer, F. H.
-
-
Read Online
- High efficient Aldol condensation reaction utilizing modified calcium oxide as stable solid base catalyst
-
Aldol condensation of acetophenone and benzaldehyde, as well as various benzaldehydes was carried out efficiently to produce chalcone with a good selectivity and high yields by using modified CaO as a solid base catalyst. Stability and catalytic activity of commercial CaO were significantly improved after modifying calcium oxide with bromobenzene in a simple way. An Aldol yield higher than 98.9% was obtained after the reaction was conducted for 3 h. This time interval is considerably shorter when compared to a period of 12 h needed for the commercial CaO to reach 92.1% yield under optimum activation. The high catalytic activity of modified CaO suggests that heterogeneous aldolisation was greatly improved by changing its hydrophilic properties. The influence of several reaction parameters, such as temperature and catalyst loading, was investigated. The humidity test over modified CaO reveals that the basic sites of modified CaO are resistant to CO2 and moisture. The type of aldehyde has great influence on the yield of Aldol condensation. Based on the results of characterization by Fourier transform-infrared spectrometry (FT-IR) and thermogravimetric measurements (TG), it was concluded that the modifier was chemically bonded to the surface of CaO and nearly no Ca(OH)2 was formed during the modification process.
- Wang, Jin,Yan, Tianlan,Tang, Ying,Miao, Yanqing
-
-
Read Online
- Activated charcoal-mediated synthesis of chalcones catalyzed by NaOH in water
-
A variety of chalcones were synthesized in good yields by the activated charcoal-mediated aldol reactions between benzaldehydes and acetophenones catalyzed by NaOH in water. 2,6-Bis((E)-benzylidene)cyclohexan-1-ones were prepared by the aldol reactions between benzaldehydes and cyclohexanone. Activated charcoal could be recycled five times without the significant decrease of yields.
- Tanemura, Kiyoshi,Rohand, Taoufik
-
supporting information
(2021/02/27)
-
- Efficient base-free asymmetric one-pot synthesis of spiro[indoline-3,3′-pyrrolizin]-2-one derivatives catalyzed by chiral organocatalyst
-
A 1,3-dipolar cycloaddition reaction has been performed under organocatalytic conditions with high enantioselectivity by the utilization of bipyridine-based chiral quaternary ammonium bromide as an organocatalyst. Here, the reaction of 1,3-dipolar cycloaddition of azomethine ylide generated in situ from the decarboxylative condensation of α-amino acids and non-enolizable 1,2-diketones to the above dipolarophiles takes place.
- Chithiraikumar, Chinnadurai,Ponmuthu, Kottala Vijaya,Harikrishnan, Muniyasamy,Malini, Nelson,Sepperumal, Murugesan,Siva, Ayyanar
-
p. 895 - 909
(2020/10/29)
-
- α-Trifluoromethyl Chalcones as Potent Anticancer Agents for Androgen Receptor-Independent Prostate Cancer
-
α-Trifluoromethyl chalcones were prepared and evaluated for their antiproliferative activities against androgen-independent prostate cancer cell lines as well as five additional types of human tumor cell lines. The most potent chalcone 5 showed superior antitumor activity in vivo with both oral and intraperitoneal administration at 3 mg/kg. Cell-based mechanism of action studies demonstrated that 5 induced cell accumulation at sub-G1 and G2/M phases without interfering with microtubule polymerization. Furthermore, several cancer cell growth-related proteins were identified by using chalcone 5 as a bait for the affinity purification of binding proteins.
- Goto, Masuo,Izumi, Kouji,Mizokami, Atsushi,Naito, Renato,Nakagawa-Goto, Kyoko,Saito, Yohei
-
-
- Microwave-assisted synthesis of novel pyrazole derivatives and their biological evaluation as anti-bacterial agents
-
Aims and Objectives: Microwave-assisted condensation of acetophenone 1 and aromatic aldehydes 2 gave chalcone analogs 3, which were cyclized to pyrazole derivatives 6a-f via the reaction with hydrazine hydrate and oxalic acid in the presence of the catalytic amount of acetic acid in ethanol. Materials and Methods: The structural features of the synthesized compounds were characterized by melting point, FT-IR,1H,13C NMR and elemental analysis. Results: The antibacterial activities of the synthesized pyrazoles were evaluated against three gram-positive bacteria, such as Enterococcus durans, Staphylococcus aureus, Bacillus subtilis and two gram-negative bacteria such as Escherichia coli and Salmonella typhimurium. Conclusion: All the synthesized pyrazoles showed relatively high antibacterial activity against S. aureus strain, and none of them demonstrated antibacterial activity against E. coli.
- Khodadad, Hadis,Hatamjafari, Farhad,Pourshamsian, Khalil,Sadeghi, Babak
-
p. 695 - 700
(2021/06/15)
-
- Rapid umpolung Michael addition of isatin N, N ′-cyclic azomethine imine 1,3-dipoles with chalcones
-
The umpolung Michael addition of isatin N,N′-cyclic azomethine imine 1,3-dipoles with chalcones is reported. The reaction could be finished within a very short time (0.3-2 min), with 3,3-disubstituted oxindole derivatives obtained in moderate to excellent yields with promising dr values. Unusual Michael adducts were obtained in moderate to high yields (26-98%) with low to high diastereoselectivities (0.8: 1 to 8.5: 1 dr). All the synthesized compounds (3, 3′, 4, 5, 5′, 7, 7′, 9 and 9′) were well characterized by FTIR, NMR, and mass spectral analyses and further confirmed by the single-crystal X-ray diffraction analysis of compounds 3aa and 4n.
- Yue, Guizhou,Jiang, Dan,Dou, Zhengjie,Li, Sicheng,Feng, Juhua,Zhang, Li,Chen, Huabao,Yang, Chunping,Yin, Zhongqiong,Song, Xu,Liang, Xiaoxia,Wang, Xianxiang,Lu, Cuifen
-
supporting information
p. 11712 - 11718
(2021/07/12)
-
- Facile Synthesis of Polysubstituted 2-Pyrones via TfOH-Mediated Ring Expansion of 2-Acylcyclopropane-1-carboxylates
-
A facile route to polysubstituted 2-pyrones from readily available 2-acylcyclopropane-1-aryl-1-carboxylates mediated by TfOH is reported. The strongly donating 1-aryl group is important for directing the C-C bond cleavage of the donor-acceptor cyclopropane ring, which then leads to the formation of the 2-pyrone ring through lactonization.
- Shao, Jiru,An, Caiyun,Wang, Sunewang R.
-
p. 4030 - 4041
(2021/07/19)
-
- Design, synthesis and evaluation of 2,4,6-substituted pyrimidine derivatives as BACE-1 inhibitor: Plausible lead for alzheimer’s disease
-
Alzheimer’s disease is one of the most common neurodegenerative disorder afflicting a large mass of population. BACE-1 (β-secretase) is an aspartyl protease of the amyloidogenic pathway considered responsible for Alzheimer’s disease (AD). Since it catalyzes the rate-limiting step of Aβ-42 production from amyloid precursor protein (APP), its inhibition is considered a viable thera-peutic strategy. We have reported the design of small molecular weight compounds supposed to be blood brain permeable as BACE-1 inhibitors. The clue for the design of this series is drawn from the previously designed series from our research group. Objective: Design and synthesis of 2,4,6-substituted pyrimidine derivatives has been reported. In vitro FRET-based screening of synthesized derivatives was performed to evaluate the BACE-1 inhibition profile. Methods: Based on the docking simulation studies, a library of derivatives was designed, synthesized and evaluated for BACE-1 inhibition in-vitro. The docking studies were performed on Glide (Schrodinger suite) and Molegro virtual docker. Theoretical toxicity was predicted using Osiris Property Explorer. The synthesized compounds were tested for BACE-1 inhibition using in vitro assay based on Fluorescence Resonance Energy Transfer technique. The percent inhibition was cal-culated as a measure of activity. Results: The designed compounds revealed strong interactions with the desired amino acids of BACE-1 active sites. The aromatic rings placed at the fourth and sixth position of the pyrimidine ring occupied S1 and S3 substrate-binding clefts while the amino group formed hydrogen bonding interactions with Asp32 and Asp228. In silico data ensured that the compounds were orally bioavailable and brain permeable. The in vitro testing showed that the compounds inhibited BACE-1 at 10μM concentration. Conclusion: Compounds substituted with m-benzyloxy on one aromatic ring and o,p-di-chloro on another aromatic ring displayed maximum BACE-1 inhibition. Compound 2.13A displayed high docking score and was found to be most potent with IC50 of 6.92μM. The series displayed a good correlation between the docking score and BACE-1 inhibition profile.
- Jadhav, Hemant R.,Jain, Priti,Wadhwa, Pankaj K.
-
p. 1194 - 1206
(2021/12/21)
-
- Effect of substituents in the A and B rings of chalcones on antiparasite activity
-
Chalcones are a group of natural products with many recognized biological activities, including antiparasitic activity. Although a lot of chalcones have been synthetized and assayed against parasites, the number of structural features known to be involved in this biological property is small. Thus, in the present study, 21 chalcones were synthesized to determine the effect of substituents in the A and B rings on the activity against Leishmania braziliensis, Trypanosoma cruzi, and Plasmodium falciparum. The compounds were active against L. braziliensis in a structure-dependent manner. Only one compound was very active against T. cruzi, but none of them had a significant antiplasmodial activity. The electron-donating substituents in ring B and the hydrogen bonds at C-2′ with carbonyl affect the antiparasitic activity.
- González, Luis A.,Upegui, Yulieth A.,Rivas, Luis,Echeverri, Fernando,Escobar, Gustavo,Robledo, Sara M.,Qui?ones, Wiston
-
-
- Iron(ii)-folded single-chain nanoparticles: a metalloenzyme mimicking sustainable catalyst for highly enantioselective sulfa-Michael addition in water
-
Metalloenzyme is a source of inspiration for chemists who attempt to create versatile synthetic catalysts for aqueous catalysis. Herein, we impart metalloenzyme-like characteristics to a chiral FeII-oxazoline complex by incorporating an Fe(ii) ion into a chiral oxazoline-containing discrete self-folded polymer, to realize highly enantioselective sulfa-Michael addition (SMA) in water. Intrachain FeII-oxazoline complexation together with hydrophobic interactions triggers the self-folding of the oxazoline-containing single polymeric chain in water. The formed FeII-folded single-chain polymeric nanoparticles (SCPNs) significantly accelerate the aqueous asymmetric SMA reaction via a self-folded hydrophobic compartment around the catalytic sites, reminiscent of metalloenzymatic catalysis. In addition, they can be facilely recovered for reuse by simple thermo-controlled separation due to their thermo-responsive properties. Such metallo-folded SCPNs combine the benefits of transition metal- and bio-catalyst, and avoid the tedious procedures of separation, which is a benefit for energy-saving and industrial applications.
- Li, Chaoping,Li, Shiye,Tan, Rong,Wang, Jiajun,Wang, Weiying,Yin, Donghong
-
supporting information
p. 4645 - 4655
(2020/08/10)
-
- Graphene oxide as a catalyst for one-pot sequential aldol coupling/aza-Michael addition of amines to chalcones through in situ generation of Michael acceptors under neat conditions
-
Graphene oxide (GO) in conjunction with tetra n-butyl ammonium bromide (TBAB) was found to function as an efficient catalyst for one-pot sequential aldol coupling/aza-Michael addition of amines to chalcones in a single reaction vessel. Benzaldehydes and acetophenone were coupled in situ to produce their corresponding chalcones which underwent a subsequent aza-Michael addition under solvent-free condition. This procedure avoids the use of precious metals and the heterogeneous nature of the GO simplifies purification and isolation of the products by simple filtration of the catalyst.
- Khalili, Dariush,Lavian, Salime,Moayyed, Mohammadesmaeil
-
-
- Synthesis and theoretical study of a series of 3,5-disubstitutes pyrazoles
-
In this work, we proposed the synthesis of a series of pyrazoles derivatives with different substituents on the aromatic rings. We aim to evaluate their influence on the reactivity of the compounds in reactions of α,β-unsaturated chalcones and sulfonyl hydrazide catalyzed by iodine. In order to explain their high and low yields, or the impossibility of obtaining some compounds by applied synthetic methodology, Density Functional Theory (DFT) calculations were performed. The reaction Gibbs free energy (ΔG) as well as the energy gap of the HOMO-LUMO frontier orbitals (ΔE) of some selected reactants could explain qualitatively the experimental observations in terms of synthesis yield. In this way, we believe that the chemical nature of aromatic ring substituents is relevant for the reactivity of the starting materials as well as the formation of the desired products.
- Branco, Ana Clara Alves,Couri, Mara Rubia Costa,Enes, Karine Braga,Guimar?es, Luciana,Lima, Maria Eduarda Toledo,Mateus, Marcella Fernandes Mano,Nascimento, Clebio Soares
-
p. 932 - 938
(2020/12/23)
-
- Fabrication of Copper-based Silica-coated Magnetic Nanocatalyst for Efficient One-pot Synthesis of Chalcones via A3 Coupling of Aldehydes-Alkynes-Amines
-
In the present work, we have synthesized bioactive and pharmacologically important chalcone motifs by employing green and efficient silica-coated magnetically separable catalyst, Cu@DBM@ASMNPs. The highly proficient nanocatalyst proves its invincibility f
- Yadav, Priya,Yadav, Manavi,Gaur, Rashmi,Gupta, Radhika,Arora, Gunjan,Rana, Pooja,Srivastava, Anju,Sharma, Rakesh K.
-
p. 2488 - 2496
(2020/03/26)
-
- Copper-Promoted Oxidative Intramolecular C–H Amination of Hydrazones to Synthesize 1H-Indazoles and 1H-Pyrazoles Using a Cleavable Directing Group
-
A facile and efficient synthesis of 1H-indazoles and 1H-pyrazoles through a copper-promoted oxidative intramolecular C–H amination of hydrazones using a cleavable directing group was developed. This reaction is characterized by its mild conditions, operational simplicity, readily available reagents, and excellent yields. A tentative mechanism for Cu-mediated C–H oxidative amination was proposed.
- Zhang, Guofu,Fan, Qiankun,Zhao, Yiyong,Ding, Chengrong
-
supporting information
p. 5801 - 5806
(2019/08/02)
-
- Application of Polyphosphoric Acid-Mediated Acyl Migration for Regiospecific Synthesis of Diverse 2-Acylpyrroles from Chalcones
-
A metal-free approach for the synthesis of 2-acylpyrroles is reported in this paper. Synthesis of the target molecule started from chalcones and was carried out in two steps. Initial step involved the conversion of chalcones to corresponding 4-substituted-3-acylpyrroles by reaction with TosMIC. In the subsequent step, target molecules were obtained in modest to good yields by polyphosphoric acid-mediated acyl rearrangement of 3-acylpyrroles to their 2-acyl congeners. The crucial final step was amenable to diverse substitutions on pyrrole ring. Preliminary experiment for the determination of mechanism indicated the involvement of acylium ion.
- Kumar, Togiti Uday,Thigulla, Yadagiri,Rangan, Krishnan,Bhattacharya, Anupam
-
supporting information
p. 1283 - 1290
(2019/03/07)
-
- Chalcones and Chalcone-mimetic Derivatives as Notch Inhibitors in a Model of T-cell Acute Lymphoblastic Leukemia
-
Based on hit-likeness and chemical diversity, a number of chalcones and chalcone-mimetic compounds were selected as putative Notch inhibitors. The evaluation of the antiproliferative effect combined with the inhibition of Notch1 expression in KOPTK1 cell line identified compound 18, featuring a tetrahydronaphthalene-based scaffold, as a new promising Notch-blocking agent.
- Quaglio, Deborah,Zhdanovskaya, Nadezda,Tobajas, Gloria,Cuartas, Viviana,Balducci, Silvia,Christodoulou, Michael S.,Fabrizi, Giancarlo,Gargantilla, Marta,Priego, Eva-María,Carmona Pestania, álvaro,Passarella, Daniele,Screpanti, Isabella,Botta, Bruno,Palermo, Rocco,Mori, Mattia,Ghirga, Francesca,Pérez-Pérez, María-Jesús
-
supporting information
p. 639 - 643
(2019/04/25)
-
- Chiral Hydroxytetraphenylene-Catalyzed Asymmetric Conjugate Addition of Boronic Acids to Enones
-
(S)-2,15-Br2-DHTP-catalyzed asymmetric conjugate addition of boronic acids to β-trifluoromethyl α,β-unsaturated ketones and enones was studied. The reaction afforded the corresponding Michael addition products in moderate to high yields with excellent enantioselectivities (up to 99:1 er). This catalytic system features mild reaction conditions, high efficiency, and tolerance to heteroarylboronic acids.
- Chai, Guo-Li,Sun, A-Qiang,Zhai, Dong,Wang, Juan,Deng, Wei-Qiao,Wong, Henry N.C.,Chang, Junbiao
-
supporting information
p. 5040 - 5045
(2019/07/03)
-
- A halogen substituted of compounds of preparation method
-
The invention discloses a type 1 shown compound preparation method, comprises the following steps: (1) condensation reaction: (2) Cyclization reaction: (3) The substitution reaction: (4) Coupling reaction: (5) Reduction reaction: (6) The diazotization reaction: Wherein X is selected from F, Cl, Br, I.
- -
-
Paragraph 0083; 0084; 0085; 0086
(2018/07/06)
-
- Regiospecific Aza-Michael Addition of 4-Aryl-1 H -1,2,3-triazoles to Chalcones: Synthesis of 2,4-Disubstituted 1,2,3-Triazoles in Basic Medium
-
A novel metal-free and base-mediated method to display the donor ability of 1,2,3-triazoles for the synthesis of 2,4-disubstituted 1,2,3-triazoles has been developed. A DABCO-promoted aza-Michael addition of 4-aryl NH-1,2,3-triazoles to α,β-unsaturated ketones (chalcones) is presented. The reactions proceeded with complete regiospecificity in a 3:1 mixture of acetonitrile and methanol at 85 °C to provide 2,4-disubstituted 1,2,3-triazoles as Michael adducts, and the addition products 1,3-diaryl-(4-aryl-2 H -1,2,3-triazol-2-yl)propan-1-ones were isolated in high yields.
- Bhagat, Ujjawal Kumar,Peddinti, Rama Krishna
-
-
- Nucleophilic Ring Opening of Donor-Acceptor Cyclopropanes Catalyzed by a Br?nsted Acid in Hexafluoroisopropanol
-
A general, Br?nsted acid catalyzed method for the room temperature, nucleophilic ring opening of donor-acceptor cyclopropanes in fluorinated alcohol solvent, HFIP, is described. Salient features of this method include an expanded cyclopropane scope, including those bearing single keto-acceptor groups and those bearing electron-deficient aryl groups. Notably, the catalytic system proved amenable to a wide range of nucleophiles including arenes, indoles, azides, diketones, and alcohols.
- Richmond, Edward,Vukovi?, Vuk D.,Moran, Joseph
-
supporting information
p. 574 - 577
(2018/02/10)
-
- Direct Reduction of Allylic Alcohols Using Isopropanol as Reductant
-
The lithium cation-catalyzed direct reduction of allylic alcohols to alkenes using isopropanol as a hydride donor was developed. The hydride transfer of the in situ-generated lithium isopropoxide to an allylic cation is the key process in this transformation. The reaction generates only water and acetone as byproducts, which highlights the synthetic utility of this method. (Figure presented.).
- Sai, Masahiro
-
supporting information
p. 3482 - 3487
(2018/09/14)
-
- Catalytic Synthesis of Chalcones and Pyrazolines Using Nanorod Vanadatesulfuric Acid: An Efficient and Reusable Catalyst
-
Nanorod vanadatesulfuric acid (VSA NRs), as a recyclable and ecologically benign catalyst, was used for the one-pot synthesis of chalcones and 1,3,5-triaryl-2-pyrazolines (TAPs). Chalcones were prepared via the condensation of substituted acetophenones with aryl-aldehydes under solvent-free conditions. Subsequently, the synthesized chalcones were used for the catalytic synthesis of TAPs via two-component condensation with phenyl hydrazine in refluxing ethanol. VSA is easily prepared by a simple reaction of chlorosulfonic acid and sodium metavanadate of high purity. Compared to conventional procedures, the present protocol offers several advantages such as simplicity of the procedure, appropriate reaction times, high to excellent yields, easily work-up, recoverability, and reusability of the catalyst, and simple purification of the products.
- Nasr-Esfahani, Masoud,Daghaghale, Mona,Taei, Mahbube
-
-
- Graphene-supported ZnO nanoparticles: An efficient heterogeneous catalyst for the Claisen-Schmidt condensation reaction without additional base
-
ZnO nanoparticles supported on reduced graphene oxide (ZnO/RGO) were prepared by the hydrothermal method and characterized by TEM, XPS, XRD, and Raman spectroscopy. As a green catalyst, ZnO/RGO was applied to the Claisen-Schmidt condensation reaction of aryl aldehydes and aryl ketones under microwave irradiation. Therein, chalcone products could be efficiently synthesized and easily separated from the heterogeneous catalysis system. The catalyst could be recycled four times without significant loss of catalytic activity.
- Li, Zhuofei,Zhao, Hongyan,Han, Huatao,Liu, Yang,Song, Jinyi,Guo, Weihao,Chu, Wenyi,Sun, Zhizhong
-
supporting information
p. 3984 - 3988
(2017/09/26)
-
- In situ formed acetals facilitated direct Michael addition of unactivated ketones
-
TfOH-promoted synthesis of 1,5-diketones by the Michael reaction of unactivated ketones with chalcones has been described. Acetals formed under HC(OMe)3/TfOH conditions generate the required enol-equivalents for a smooth Michael reaction. A wide array of symmetrical and unsymmetrical 1,5-diketones has been synthesised.
- Koppolu, Srinivasa Rao,Balamurugan, Rengarajan
-
p. 1186 - 1192
(2017/02/10)
-
- Revisiting the Juliá-Colonna enantioselective epoxidation: Supramolecular catalysis in water
-
We describe an efficient epoxidation process leading to chiral epoxyketones using the reusable homo-oligopeptide poly-l-leucine (PLL) in pure water, without any organic co-solvent. A range of substituted epoxyketones can be accessed with good conversions and high enantioselectivities. Based on the experimental results and computational studies, we propose a mechanism that demonstrates the importance of both the α-helical structure and the presence of a hydrophobic groove of the homo-oligopeptide catalyst for reactivity and selectivity.
- Bérubé, Christopher,Barbeau, Xavier,Lagüe, Patrick,Voyer, Normand
-
supporting information
p. 5099 - 5102
(2017/07/12)
-
- Synthesis and anti-inflammatory activity of new (5 (Substituted Phenyl)-2,3-Dihydro-3-Phenylpyrazol-1-Yl) (Pyridin-3-Yl)methanone derivatives
-
A series of 5 (substituted phenyl)-2,3-dihydro-3-phenylpyrazol-1-yl) (pyridin-3-yl)methanone derivatives (2a-h) has been synthesized starting from acetophenone. All the synthesized compounds were evaluated for anti-inflammatory activity using carrageenan-induced inflammation in rat paw edema model. Substituted chalcone derivatives (1a-h) on treatment with isoniazid in the presence of glacial acetic acid afforded corresponding pyrazoline derivatives (2a-h). The structure of the final analogs has been confirmed on the basis of elemental analysis, Fourier transform infrared (FTIR), nuclear magnetic resonance (1H NMR), and mass spectra. Among all synthesized compounds, compounds 2c and 2b were found to be most potent in comparison with standard diclofenac. In addition, the compounds 2c and 2b were found to be less ulcerogenic.
- Tabassum, Ruby,Mohammad, Noor,Kumari, Poonam,Bharatia, Rakesh,Srivastava, Neha,Yogi, Bhumika,Sinha, Anshuman,Gupta, Sujeet K.
-
p. 107 - 112
(2019/01/16)
-
- 2-Oxindole Acts as a Synthon of 2-Aminobenzoyl Anion in the K2CO3-Catalyzed Reaction with Enones: Preparation of 1,4-Diketones Bearing an Amino Group and Their Further Transformations
-
A convenient approach for the synthesis of 1,4-diketones bearing an amino group has been developed through the K2CO3-catalyzed reaction of 2-oxindoles with enones with the assistance of atmospheric O2 via sequential Michael addition-oxidation-ring-cleavage process. The further intramolecular reaction leads to the formation of benzoazepinone, quinoline, and 3-oxindole derivatives.
- Miao, Chun-Bao,Zeng, Yu-Mei,Shi, Tong,Liu, Rui,Wei, Peng-Fei,Sun, Xiao-Qiang,Yang, Hai-Tao
-
-
- Iron(III) phthalocyanine chloride-catalyzed oxidation-aromatization of α,β-unsaturated ketones with hydrazine hydrate: Synthesis of 3,5-disubstituted 1H-pyrazoles
-
We have developed an iron(III) phthalocyanine chloride-catalyzed oxidation-aromatization of α,β-unsaturated ketones with hydrazine hydrate. Various 3,5-disubstituted 1H-pyrazoles were obtained in good to excellent yields. This method offers several advantages, including room-temperature conditions, short reaction time, high yields, simple work-up procedure, and use of air as an oxidant. The catalyst can be recovered and reused five times without loss of activity.
- Zhao, Junlong,Qiu, Jun,Gou, Xiaofeng,Hua, Chengwen,Chen, Bang
-
p. 571 - 578
(2016/04/20)
-
- The Complete Mechanism of an Aldol Condensation
-
Although aldol condensation is one of the most important organic reactions, capable of forming new C-C bonds, its mechanism has never been fully established. We now conclude that the rate-limiting step in the base-catalyzed aldol condensation of benzaldehydes with acetophenones, to produce chalcones, is the final loss of hydroxide and formation of the C=C bond. This conclusion is based on a study of the partitioning ratios of the intermediate ketols and on the solvent kinetic isotope effects, whereby the condensations are faster in D2O than in H2O, regardless of substitution.
- Perrin, Charles L.,Chang, Kuei-Lin
-
p. 5631 - 5635
(2016/07/13)
-
- Synthesis of α,β-unsaturated ketones from alkynes and aldehydes over Hβ zeolite under solvent-free conditions
-
A facile Hβ zeolite-catalyzed strategy has been successfully developed for the synthesis of α,β-unsaturated ketones from alkynes and aldehydes under solvent-free conditions. The reaction proceeds via tandem hydration/condensation of alkynes with aldehydes to afford a range of α,β-unsaturated carbonyls in good to excellent yields. This journal is.
- Mameda, Naresh,Peraka, Swamy,Kodumuri, Srujana,Chevella, Durgaiah,Banothu, Rammurthy,Amrutham, Vasu,Nama, Narender
-
p. 58137 - 58141
(2016/07/07)
-
- The cascade synthesis of α,β-unsaturated ketones via oxidative C-C coupling of ketones and primary alcohols over a ceria catalyst
-
We herein report the oxidative C-C coupling of ketones and primary alcohols to produce α,β-unsaturated ketones in the absence of base additives. This cascade synthetic reaction was conducted at 150 °C in 12 h using a heterogeneous CeO2 catalyst. The conversion of acetophenone reached 74% with 89% selectivity to chalcone. A correlation between the CeO2 crystal plane and catalytic performance is established as the catalytic activities decrease in the sequence of (110) > (111) > (100). Characterization using Raman spectroscopy, CO2 temperature-programmed desorption (CO2-TPD), and in situ active site-capping tests has shown that the unusual catalysis of the CeO2 catalyst is attributed to the coexistence of basic and redox active sites. These sites synergistically catalyze the oxidation of alcohols to aldehydes and the aldol condensation to ketones. Moreover, the CeO2 catalyst can be reused several times after calcination to remove the surface-adsorbed substances.
- Zhang, Zhixin,Wang, Yehong,Wang, Min,Lu, Jianmin,Zhang, Chaofeng,Li, Lihua,Jiang, Jingyang,Wang, Feng
-
p. 1693 - 1700
(2016/04/05)
-
- Method for preparing chalcone compound
-
The invention relates to a method for preparing a chalcone compound. The method utilizes organic solutions of acetophenone or its derivative and benzyl alcohol or its derivative as reaction substrates and a metallic oxide as a catalyst to prepare the chalcone compound through oxidative condensation. The method comprises mixing acetophenone or its derivative, benzyl alcohol or its derivative and the metallic oxide in an organic solvent, putting the mixture into a pressure container, sealing the pressure container, stirring the mixture at a temperature of 40-150 DEG C for 0.5-24h and separating the reaction product to obtain the chalcone compound. The method has the advantages of easy separation of the product from the catalyst, catalyst recycle, simple reaction process and operation easiness and has a chalcone yield of 66%.
- -
-
Paragraph 0074-0075
(2017/02/28)
-
- Synergistic catalysis within TEMPO-functionalized periodic mesoporous organosilica with bridge imidazolium groups in the aerobic oxidation of alcohols
-
Anchoring 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO) within the nanospaces of a periodic mesoporous organosilica with bridged imidazolium groups led to an unprecedented powerful bifunctional catalyst (TEMPO@PMO-IL-Br), which showed enhanced activity in the metal-free aerobic oxidation of alcohols. The catalyst and its precursors were characterized by N2 adsorption-desorption analysis, transmission electron microscopy (TEM), small angle X-ray scattering (SAXS), thermal gravimetric analysis (TGA), diffuse reflectance infrared Fourier transform spectroscopy (DRIFT), solid state electron paramagnetic resonance (EPR) spectroscopy, elemental analysis, transmission electron microscopy (TEM) and high resolution TEM. It was clearly found that the catalytic activity of SBA-15-functionalized TEMPO (TEMPO@SBA-15) not bearing IL, TEMPO@PMO-IL-Cl, PMO-IL-AMP, or individual catalytic functionalities (PMO-IL/TEMPO@SBA-15) was inferior as compared with those obtained from TEMPO@PMO-IL-Br in the metal-free aerobic oxidation of benzyl alcohol, suggesting the critical role of co-supported TEMPO and imidazolium bromide in obtaining high catalytic activity in the described catalyst system. Our observation clearly points to the fact that the combination of imidazolium bromide units in close proximity to TEMPO moieties in the nanospaces of TEMPO@PMO-IL-Br might be indeed one of the key factors explaining the enhanced catalytic activity observed for this catalyst in the oxidation of benzyl alcohol, possibly through a synergistic catalysis relay pathway. A proposed model was suggested for the observed synergistic effect.
- Karimi, Babak,Vahdati, Saleh,Vali, Hojatollah
-
p. 63717 - 63723
(2016/07/19)
-
- Bio-derived ZnO nanoflower: A highly efficient catalyst for the synthesis of chalcone derivatives
-
The green, eco-friendly synthesis of ZnO nanoparticles using the peel of Musa balbisiana and their use as nanocatalysts in the synthesis of chalcones derivatives is reported here. Bio-derived ZnO nanoparticles were characterized by XRD, XPS, FTIR, SEM, BET and TEM techniques. The single step condensation of substituted aryl carbonyls is an attractive feature to obtain substituted chalcones in 88-98% yields in less than 2 min under microwave irradiation in solvent free conditions. A short reaction time with excellent yields of chalcones is the main advantage of our study.
- Tamuly, Chandan,Saikia, Indranirekha,Hazarika, Moushumi,Bordoloi, Manobjyoti,Hussain, Najrul,Das, Manash R.,Deka, Kaustavmoni
-
p. 8604 - 8608
(2015/03/05)
-
- Efficient synthesis of 2,4-diaryl hexahydroquinoline-5-one derivatives in the presence of triethylamine
-
Abstract A convenient and efficient protocol for the synthesis of 2,4-diaryl hexahydroquinoline-5-one derivatives has been accomplished by a three-component reaction of 1,3-diaryl-2-propen-1-ones, dimedone and ammonium acetate catalyzed by triethylamine under solvent-free conditions. The simple experimental procedure, use of an inexpensive catalyst, short reaction times, and excellent yields make this procedure facile, practical, and sustainable.
- Karimi-Jaberi, Zahed,Azadi, Maryam
-
p. 6741 - 6747
(2015/02/19)
-
- A magnetic solid sulfonic acid modified with hydrophobic regulators: An efficient recyclable heterogeneous catalyst for one-pot aza-Michael-type and Mannich-type reactions of aldehydes, ketones, and amines
-
Two convenient green protocols for the synthesis of β-amino ketones have been developed which involve one-pot aza-Michael-type and Mannich-type reactions of a series of aldehydes, ketones, and amines in the presence of a catalytic amount of the magnetic solid sulfonic acid catalyst, Fe3O4@SiO2@Me&Et-PhSO3H, at room temperature. The catalyst can be reused four times without loss of activity.
- Movassagh, Barahman,Tahershamsi, Leili,Mobaraki, Akbar
-
p. 1851 - 1854
(2015/03/30)
-
- Synthesis of new pyrazolyl-1,3-diazabicyclo[3.1.0]hexe-3-ene derivatives
-
A series of new of photochromic 1,3-diazabicyclo[3.1.0]hex-3-ene derivatives based on the skeleton of five-membered pyrazole moiety have been synthesized and characterized by spectral techniques, as well as their photochromic properties were examined under UV light irradiation in various solutions. All these newly synthesized compounds showed good photochromic properties in the both solution and solid states. The UV-Visible spectral analysis of the corresponding pyrazolyl bicyclic aziridines established structure-photochromic behavior relationships.
- Kiyani, Hamzeh,Albooyeh, Fereshteh,Fallahnezhad, Saied
-
p. 163 - 169
(2015/03/30)
-
- Antimycobacterial and anti-inflammatory activities of substituted chalcones focusing on an anti-tuberculosis dual treatment approach
-
Tuberculosis (TB) remains a serious public health problem aggravated by the emergence of M. tuberculosis (Mtb) strains resistant to multiple drugs (MDR). Delay in TB treatment, common in the MDR-TB cases, can lead to deleterious life-threatening inflammation in susceptible hyper-reactive individuals, encouraging the discovery of new anti-Mtb drugs and the use of adjunctive therapy based on anti-inflammatory interventions. In this study, a series of forty synthetic chalcones was evaluated in vitro for their anti-inflammatory and antimycobacterial properties and in silico for pharmacokinetic parameters. Seven compounds strongly inhibited NO and PGE2 production by LPS-stimulated macrophages through the specific inhibition of iNOS and COX-2 expression, respectively, with compounds 4 and 5 standing out in this respect. Four of the seven most active compounds were able to inhibit production of TNF-α and IL-1β. Chalcones that were not toxic to cultured macrophages were tested for antimycobacterial activity. Eight compounds were able to inhibit growth of the M. bovis BCG and Mtb H37Rv strains in bacterial cultures and in infected macrophages. Four of them, including compounds 4 and 5, were active against a hypervirulent clinical Mtb isolate as well. In silico analysis of ADMET properties showed that the evaluated chalcones displayed satisfactory pharmacokinetic parameters. In conclusion, the obtained data demonstrate that at least two of the studied chalcones, compounds 4 and 5, are promising antimycobacterial and anti-inflammatory agents, especially focusing on an anti-tuberculosis dual treatment approach.
- Ventura, Thatiana Lopes Biá,Calixto, Sanderson Dias,De Azevedo Abrahim-Vieira, Bárbara,De Souza, Alessandra Mendon?a Teles,Mello, Marcos Vinícius Palmeira,Rodrigues, Carlos Rangel,De Mariz E Miranda, Leandro Soter,De Souza, Rodrigo Octavio Mendon?a Alves,Leal, Ivana Correa Ramos,Lasunskaia, Elena B.,Muzitano, Michelle Fraz?o
-
p. 8072 - 8093
(2015/05/20)
-
- Graphene oxide nanosheets: A highly efficient and reusable carbocatalyst catalyzes the Michael-cyclization reactions of 4-hydroxycoumarins, 4-hydroxypyrone and 4-hydroxy-1-methylquinolinone with chalcone derivatives in aqueous media
-
Graphene oxide nanosheets were found to be a highly efficient, reusable and cost-effective carbocatalyst for the facile synthesis of highly diversified 4H-pyrans via a one-pot, two-component condensation reaction between freshly prepared chalcones and 4-hydroxycoumarin in aqueous media offering excellent yields. The new, green and metal free synthetic method also enables the condensation reaction for the formation of a library of pyranoquinolines and pyranopyrans.
- Kausar, Nazia,Ghosh, Partha Pratim,Pal, Gargi,Das, Asish R.
-
p. 60199 - 60207
(2015/07/27)
-
- Unexpected solvent/substitution-dependent inversion of the enantioselectivity in Michael addition reaction using chiral phase transfer catalysts
-
New cinchonium salts bearing 5,5′-bis(methyl)-2,2′-bipyridine 1 group show solvent/substitution-dependent reversal of enantioselectivity. When used as chiral phase transfer catalyst in the asymmetric Michael addition of chalcones with diethylmalonate within two hours these catalysts result in high chemical yield (up to 98%) and enantiomeric excess (up to 99%) under lower concentrations of base and cold conditions.
- Kottala Vijaya, Ponmuthu,Murugesan, Sepperumal,Siva, Ayyanar
-
supporting information
p. 5209 - 5212
(2015/08/19)
-
- Synthesis of new ferrocenyl 1,3-diazabicyclo[3.1.0]hex-3-ene derivatives
-
In this work, several new derivatives of ferrocenyl bicylic aziridine photochromic compounds have been prepared from the premade ketoaziridines and ferrocene carboxaldehyde in the presence of ammonium acetate in absolute ethanol via one-pot, three-component reaction. The structures of the newly synthesized compounds were established on the basis of IR, NMR and UV-Vis spectral studies. The newly synthesized compounds exhibit interesting photochromic behavior in the solid phase and solution state. The photochromic behavior of the prepared compounds has been investigated by UV-Visible spectral data.
- Kiyani, Hamzeh,Fallahnezhad, Saied,Albooyeh, Fereshteh
-
p. 168 - 175
(2015/06/23)
-
- Iodine-Promoted Construction of Polysubstituted 2,3-Dihydropyrroles from Chalcones and β-Enamine Ketones (Esters)
-
A novel approach for the synthesis of a variety of polysubstituted trans-2,3-dihydropyrroles from a wide range of chalcones and β-enamine ketones (esters) via iodine-promoted tandem Michael/cyclization sequence has been developed, affording the desired products in moderate to excellent yields. This methodology is a highly efficient, convenient way to access functionalized 2,3-dihydropyrroles from readily accessible substrates under mild reaction conditions.
- Li, Yujin,Xu, Hui,Xing, Mengming,Huang, Fang,Jia, Jianhong,Gao, Jianrong
-
supporting information
p. 3690 - 3693
(2015/08/18)
-
- Efficient Protocol for the Synthesis of Novel Spiro[acenaphthylene-1,2′-pyrrolidin]-2-one Compounds
-
An efficient catalyst-free synthesis of 3′-benzoyl-4′,5′-diphenyl-2H-spiro[acenaphthylene-1,2′-pyrrolidin]-2-one derivatives via one-pot 1,3-dipolar cycloaddition of acenaphthenequinone, arylmethyl amines, and chalcones with high regioselectivity is described. The structure of the cycloadducts were characterized by infrared, high-resolution mass spectrometry (electrospray ionization), 1H NMR, and 13C NMR spectra, and the structure of 4a was confirmed using x-ray single-crystal structure analysis.
- Lin, Yan,Fu, Zhijie,Shen, Tianhua,Che, Fengfeng,Song, Qingbao
-
supporting information
p. 2188 - 2194
(2015/09/22)
-
- Regioselective synthesis of triazoles via base-promoted oxidative cycloaddition of chalcones with azides in aqueous solution
-
A base-promoted oxidative cycloaddition of chalcones with azides in aqueous solution has been developed under transition-metal-free conditions, which provides a green method for the regioselective synthesis of trisubstituted triazoles in good yields.
- Yang, Wenchao,Miao, Tao,Li, Pinhua,Wang, Lei
-
p. 95833 - 95839
(2015/11/24)
-
- A new class of bifunctional chiral phase transfer catalysts for highly enantioselective asymmetric epoxidation of α,β-unsaturated ketones at ambient temperature
-
A new type of bis-quaternary ammonium bromide as chiral multifunctional phase transfer catalysts derived from readily available inexpensive cinchona alkaloids has been developed and evaluated for the enantioselective asymmetric epoxidation of various chalcones in the presence of lower concentrations of various oxidants, bases, solvents and ambient temperature conditions. Under optimized reaction conditions, highest chemical yields of up to 98% along with the excellent enantioselectivities of about 99% were obtained by using the cinchona based chiral multifunctional phase transfer catalysts.
- Ashokkumar, Veeramanoharan,Balasaravanan, Rajendiran,Sadhasivam, Velu,Jenofar, Seenisultanmaideen Mehtob,Siva, Ayyanar
-
p. 127 - 136
(2015/09/15)
-
- Nano titania-supported sulfonic acid: An efficient and reusable catalyst for a range of organic reactions under solvent free conditions
-
Nano titania-supported sulfonic acid (n-TSA) has been easily prepared from the reaction of nano titania (titanium oxide) with chlorosulfonic acid as sulfonating agent and characterized by the FT-IR spectroscopy, scanning electron microscopy (SEM), X-ray diffraction (XRD) and thermal gravimetric analysis (TGA). The catalytic activity of n-TSA was investigated in the synthesis of important organic derivatives such as pyrimidones, benzothiazoles and chalcones. All of the reactions are very fast and the yields are good to excellent. The catalyst was easily separated and reused for several runs without appreciable loss of its catalytic activity.
- Rahmani, Salman,Amoozadeh, Ali,Kolvari, Eskandar
-
p. 184 - 188
(2014/11/08)
-
- Synthesis and biological activity of 4-aryl-3-benzoyl-5- phenylspiro[pyrrolidine-2.3′-indolin]-2′-one derivatives as novel potent inhibitors of advanced glycation end product
-
Diabetic complications and their detrimental effects caused by sugar derived substances, have been the serious issue for the last few years and have yet not been fully combated. The key point of the present study is to synthesize some newer chemical entities which can eradicate such ailments to the maximum possible extent. So with this aim synthesis of some biologically interesting spiro-indolone-pyrrolidine derivatives was accomplished by 1,3-dipolar cycloaddition reaction of azomethine ylide 6 generated in situ from isatin and benzyl amine with the substituted α,β-unsaturated carbonyl compounds 3 as dipolarophile, leading to the formation of new 4-aryl-3-benzoyl-5- phenylspiro[pyrrolidine-2.3′-indolin]-2′-one derivatives 7 stereoselectively in excellent yields. The synthesized compounds have been screened for their advanced glycation end (AGE) product formation inhibitory activity on the basis of their ability to inhibit the formation of AGEs in the bovine serum albumin (BSA)-glucose assay and have been found to exhibit significant activity against AGE formation.
- Kaur, Anjandeep,Singh, Baldev,Vyas, Bhawna,Silakari, Om
-
p. 282 - 289
(2014/05/06)
-