- Design, synthesis, biological activity, molecular docking and computational studies on novel 1,4-disubstituted-1,2,3-Triazole-Thiosemicarbazone hybrid molecules
-
A library of some novel 1,4-disubstituted-1,2,3-triazole-thiosemicarbazone hybrid molecules were designed and synthesized from (4-Prop-2-ynyloxy-benzylidene)-thiosemicarbazone and aryl azides under Cu(I)-catalyzed cycloaddition reaction. All newly synthesized [4-(1-Benzyl-1H-[1,2,3]triazol-4-ylmethoxy)-benzylidene] -thiosemicarbazone hybrid molecules were efficiently characterized by IR, 1H NMR, 13C NMR, HRMS and structure of alkynes 3 & 12 were finally supported by X-ray crystallographic data. Compounds 5c, 5d, 9c, 9d 13c and 13d demonstrated excellent potency results for B. Subtilis and P. Aeruginosa bacterial strains with MIC values 0.0141, 0.0152, 0.0562, 0.0608, 0.0141, 0.0608, 0.0141, 0.0304, 0.0281, 0.0304, 0.0281, 0.0304, respectively as compared to reference drug Ciprofloxacin. Antibacterial activity results were supported by molecular docking and DFT studies.
- Ghule, Vikas D.,Kumar, Ashwani,Kumar, Lokesh,Kumar, Nikhil,Lal, Kashmiri,Naveen,Tittal, Ram Kumar
-
-
Read Online
- Intramolecular cycloaddition of geminal dichloroazomethine ylides to multiple carbon-carbon bonds
-
Geminal dichloroazomethine ylides generated by reaction of dichlorocarbene with Schiff bases derived from O-alkenyl- or O-alkynylsalicylaldehyde undergo intramolecular [3 + 2]-cycloaddition with participation of the olefinic or acetylenic dipolarophile to
- Khlebnikov,Voznyi,Novikov,Kostikov
-
-
Read Online
- Design and synthesis of benzodiazepine-1,2,3-triazole hybrid derivatives as selective butyrylcholinesterase inhibitors
-
Abstract: A new series of compounds based on benzodiazepine-1,2,3-triazole were synthesized and evaluated as cholinesterase inhibitors by Ellman’s method. The compounds proved to be selective inhibitors of butyrylcholinesterase (BuChE) over acetylcholines
- Mehrazar, Mehrdad,Hassankalhori, Mahdi,Toolabi, Mahsa,Goli, Fereshteh,Moghimi, Setareh,Nadri, Hamid,Bukhari, Syed Nasir Abbas,Firoozpour, Loghman,Foroumadi, Alireza
-
-
Read Online
- Dipropargyl substituted diphenylpyrimidines as dual inhibitors of monoamine oxidase and acetylcholinesterase
-
Alzheimer's disease (AD) is a multifactorial neurological disorder involving complex pathogenesis. Single target directed drugs proved ineffective and since last few years' different pharmacological strategies including multi-targeting agents are being ex
- Kumar, Bhupinder,Kumar, Vijay,Prashar, Vikash,Saini, Suresh,Dwivedi, Ashish Ranjan,Bajaj, Beenu,Mehta, Devashish,Parkash, Jyoti,Kumar, Vinod
-
-
Read Online
- Synthesis of new triazole tethered derivatives of curcumin and their antibacterial and antifungal properties
-
New derivatives of curcumin connected to 1,2,3-triazole ring were synthesized by Knoevenagel reaction of the middle carbon with aromatic aldehydes, followed by alkyne-azide 1,3-dipolar cycloaddition. These new compounds were evaluated for their antimicrob
- Esmaeelzadeh, Maryam,Salehi, Peyman,Bararjanian, Morteza,Gharaghani, Sajjad
-
-
Read Online
- Synthesis, molecular docking and DFT studies on biologically active 1,4-disubstituted-1,2,3-triazole-semicarbazone hybrid molecules
-
Some biologically active semicarbazone-triazole hybrid molecules have been designed and synthesized from semicarbazone linked terminal alkyne and aromatic azides via Cu(i)-catalyzed cycloaddition reactions. All newly synthesized compounds were successfully characterized by using IR, 1H-NMR, 13C-NMR, and HRMS spectral techniques. The synthesized molecules were screened in vitro for anti-bactericidal effects on E. coli (MTCC 16521), B. subtilis (MTCC441), S. aureus (MTCC 3160), P. aeruginosa (MTCC 424) and S. epidermidis (MTCC 6880). The antibacterial property results revealed that the semicarbazone-triazole hybrid molecules (9b, 9e, and 9f) are a better alternative to the existing antibacterial drug ciprofloxacin. The docking study on the most active compound 9b and its alkyne precursor 8 with the DNA gyrase enzyme of E. coli bacteria supported the biological activity results.
- Naveen,Tittal, Ram Kumar,Yadav, Pinki,Lal, Kashmiri,Vikas, Ghule D.,Kumar, Ashwani
-
-
Read Online
- Discovery of 4-(phenoxymethyl)-1H-1,2,3-triazole derivatives as novel xanthine oxidase inhibitors
-
A series of 4-(phenoxymethyl)-1H-1,2,3-triazole derivatives were designed, synthesized, and evaluated for their xanthine oxidase (XO) inhibitory activities. Among these compounds, 9m emerged as the most effective XO inhibitor with an IC50 value
- Guo, Shuai,Hu, Sen-sen,Lu, Peng-fei,Meng, Fan-hao,Wang, Zhao-ran,Zhang, Ting-jian,Zhang, Xu,Zhang, Yi,Zhang, Zhen-hao
-
supporting information
(2022/02/01)
-
- Efficient synthesis of novel 1, 2, 3-triazole-based diazepam derivatives by click CuAAC reaction: Spectroscopic characterizations and DFT studies
-
A new family of 1, 2, 3-triazole-based benzodiazepines have been synthesized by the Huisgen [3+2] dipolar cycloaddition reaction of diazepam with O-propargyl salicylaldehydes in the aqueous medium. Mild reaction conditions, excellent yields (70–98%), envi
- Esmaeeli, Zohreh,Khodabakhshi, Mohammad Reza,Mirjafary, Zohreh,Saeidian, Hamid
-
-
- Antiviral activity of 1,4-disubstituted-1,2,3-triazoles against HSV-1 in vitro
-
Background: Herpes simplex virus 1 (HSV-1) affects a large part of the adult population. Anti-HSV-1 drugs, such as acyclovir, target thymidine kinase and viral DNA polymerase. However, the emerging of resistance of HSV-1 alerts for the urgency in developing new antivirals with other therapeutic targets. Thus, this study evaluated a series of 1,4-disubstituted-1,2,3-triazole derivatives against HSV-1 acute infection and provided deeper insights into the possible mechanisms of action. Methods: Human fibroblast cells (HFL-1) were infected with HSV-1 17syn+ and treated with the triazole compounds at 50 mM for 24 h. The 50% effective drug concentration (EC50) was determined for the active compounds. Their cytotoxicity was also evaluated in HFL-1 with the 50% cytotoxic concentration (CC50) determined using CellTiter-Glo solution. The most promising compounds were evaluated by virucidal activity and influence on virus egress, DNA replication and transcription, and effect on an acyclovir-resistant HSV-1 strain. Results: Compounds 3 ((E)-4-methyl-N'-(2-(4(phenoxymethyl)-1H-1,2,3-triazol1yl)benzylidene)benzenesulfonohydrazide) and 4 (2,2'-(4,4'-((1,3-phenylen ebis(oxy))bis(methylene))bis(1H-1,2,3-triazole-4,1 diyl)) dibenzaldehyde) were the most promising, with an EC50 of 16 and 21 mM and CC50 of 285 and 2,593 mM, respectively. Compound 3 was able to inhibit acyclovir-resistant strain replication and to interfere with virus egress. Both compounds did not affect viral DNA replication, but inhibited significantly the expression of ICP0, ICP4 and gC. Compound 4 also affected the transcription of UL30 and ICP34.5. Conclusions: Our findings demonstrated that these compounds are promising antiviral candidates with different mechanisms of action from acyclovir and further studies are merited.
- Viegas, Daiane J.,da Silva, Ver?nica D.,Buarque, Camilla D.,Bloom, David C.,Abreu, Paula A.
-
p. 399 - 410
(2021/05/31)
-
- Preparation method and application of propyne aryl ether compound
-
The invention particularly relates to a method for preparing propyne aryl ether compounds from aryl phenol, halogenated propyne and derivatives of the halogenated propyne, and belongs to the technical field of preparation of the propyne aryl ether compoun
- -
-
Paragraph 0077-0078
(2021/08/28)
-
- SUBSTITUTED CHROMANES, ANALOGS THEREOF, AND METHODS OF USE AND SYNTHESIS
-
Disclosed are chromane compounds, analogs thereof, and methods of their synthesis and use. The compounds may be synthesized by methods involving reductive annulations of arylidene malonates with unsaturated electrophiles using photoredox/Lewis acid cooperative catalysis. The compounds may be formulated in a pharmaceutical composition for treating one of the aforementioned diseases or disorders.
- -
-
Paragraph 0162; 0191-0192; 0198-0199
(2021/01/25)
-
- Transition metal-free approach to azafluoranthene scaffolds by aldol condensation/[1+2+3] annulation tandem reaction of isocyanoacetates with 8-(alkynyl)-1-naphthaldehydes
-
A transition metal-free aldol condensation/[1+2+3] annulation reaction of isocyanoacetates with 8-(alkynyl)-1-naphthaldehydes has been developed for the general synthesis of azafluoranthenes. This domino reaction enables successive formation of three new bonds and two rings from readily accessible starting materials in a single operation. Furthermore, this methodology can also be utilized to construct chromeno[4,3-c]pyridines and benzo[c][2,6]naphthyridines in moderate yields.
- Dong, Penghui,Majeed, Kashif,Wang, Lingna,Guo, Zijian,Zhou, Fengtao,Zhang, Qiuyu
-
supporting information
p. 4855 - 4858
(2021/05/25)
-
- Polar Solvent–Mediated Synthesis of Terminal Alkyne Derivatives of Thiazoles and Evaluation of Their Antidiabetic Activity
-
Abstract: Two new pharmacologically active series of N-alkyne-substituted indole–thiazoles and C-alkyne-substituted benzylidene–thiazoles were synthesized by a two-step procedure involving initial reactions of thiosemicarbazide with, respectively, [1-(pro
- Jivani, A. J.,Kapadiya, K. M.,Khunt, R. C.
-
p. 801 - 808
(2021/06/12)
-
- Synthesis, characterization and UV–visible study of schiff base-acetylene functionalized organosilatrane receptor for the dual detection of Zn2+ and Co2+ ions
-
The present article describes the synthesis of Schiff base-acetylene functionalized organosilatranes (6a–6e) and their characterization by 1H and 13C NMR spectroscopy and ESI-QTOF mass spectrometry. The UV–visible study of the organosilatrane 6a unveiled their high selectivity towards the recognition of Zn2+ and Co2+ ions without exhibiting any significant interference from other competitive metal ions. The calculated value of association constant with 6a for Zn2+ and Co2+ ions was 0.11 × 106 M?1 and 0.24 × 106 M?1 and the limit of detection was 0.28 × 10?6 M and 0.82 × 10?6 M respectively. Furthermore, DFT calculations were performed to get an insight into the interacting behaviour of sensor 6a towards Zn2+ and Co2+ ions.
- Devi, Anita,Diksha,Kaur, Jashan Deep,Priyanka,Saini, Anamika,Satija, Pinky,Singh, Gurjaspreet,Suman,Sushma
-
-
- Synthesis and molecular docking studies of triazole conjugated novel 2,4-disubstituted thiazole derivatives as cdk2 inhibitors
-
A series of triazole conjugated novel 2,4-disubstituted thiazole derivatives (9a-l) were synthesized from salicylaldehyde. These new chemical entities were characterized by their IR, 1H & 13C NMR, mass spectral data and their molecular docking studies wer
- NARASIMHA,REVANTH,MAHENDER,SARITA RAJENDER
-
p. 1849 - 1854
(2021/07/31)
-
- Copper(I)-Catalyzed Intramolecular Cyclization of o-Propargyloxy Diketopiperazines to Access Diverse Diazabicyclic and Spiro-Diketopiperazinochromanes
-
In this report, two distinctive intramolecular cyclizations of o-propargyloxy diketopiperazines (achieved from a one-pot Ugi post-transformation) is achieved via a copper(I)-catalyzed intramolecular reaction of azomethine ylide and alkyne moiety. The presence of internal alkyne in the starting materials directed the reaction towards through [3+2]-cycloaddition, while terminal alkyne led to a spirocyclization reaction between azomethine ylide and terminal unsaturated C?C bond. This method offering an opportunity for the synthesis of challenging Diazabicyclics and Spiro-Diketopiperazinochromanes in high yields with exclusive diastereoselectivity. (Figure presented.).
- Armaghan, Mahsa,Balalaie, Saeed,Bijanzadeh, Hamid Reza,Frank, Walter,Manavi, Bita,Rominger, Frank,Tejeneki, Hossein Zahedian
-
supporting information
p. 4190 - 4196
(2021/08/06)
-
- Synthesis, antimicrobial evaluation and docking studies of oxazolone-1,2,3-triazole-amide hybrids
-
In an attempt to develop quality antimicrobial agents, a series of oxazolone-1,2,3-triazole-amide hybrids were obtained from oxazolone tethered with a terminal alkyne and in situ generated 2-azido-N-phenylacetamides. All the synthesized compounds were characterized by using various spectroscopic techniques. The developed hybrids were evaluated for their in vitro antimicrobial activity toward three Gram-positive bacteria S. aureus, B. subtilis and S. gorodonii and three Gram-negative bacteria—E. coli, S. enterica and P. aeruginosa—and two fungi, viz. C. albicans and A. niger. Oxazolone-amide-1,2,3-triazoles (8a–e, 9a–e, 10a–e) exhibited almost 15 times better efficacy than alkyne precursors, i.e., oxazolone-linked terminal alkynes (6a–c). Compound 10d exhibited very good antimicrobial activity toward all the tested microorganisms. Docking studies of compounds 10d and 6c were also carried out in the binding site of enzyme sterol-14-α-demethylase of C. albicans, which supported the in vitro experimental results.
- Kumar, Lokesh,Lal, Kashmiri,Kumar, Aman,Kumar, Ashwani
-
p. 5079 - 5097
(2021/09/22)
-
- CuI/Cu(OSO2CF3)2 catalysed convenient approach to dichromenopyridines and triazole-thiazole appended chromone derivatives
-
A variety of new pentacyclic dichromenopyridines have been synthesized from 2-amino chromone and O-propargyloxy salicilaldehydes through intramolecular Povarov reaction using CuI/Cu(OSO2CF3)2 as a Lewis acid catalyst. The
- Yerrabelly, Jayaprakash Rao,Porala, Subbanarasimhulu,Kasireddy, Venkateshwar Reddy,Ghojala, Venkat Reddy,Rebelli, Pradeep
-
p. 3781 - 3790
(2021/11/01)
-
- Crystal structure analysis and quantum chemical study of two macrocyclic compounds
-
The synthesis of new organic macrocyclic nonlinear optical materials with good performance has taken the prime focus of research due to the unlimited design possibilities. Two macrocyclic structures, confirmed by 1H, 13C NMR and FT-IR, namely spiro pyrrolidine grafted methyl macrocycle C28H26N2O3 and 1,2,3 triazole bridged pyrrolidine grafted chloro macrocycle C29H27Cl1N4O30.5(H2O) are analysed by single crystal X-ray diffraction method. The UV–Vis spectra of the two compounds show that these crystals are transparent in the entire visible region. The global reactivity descriptors such as ionization potential, electron affinity, electronegativity, chemical hardness, chemical potential, chemical softness, electrophilicity index and nonlinear optical parameters such as dipole moment (μ) and static second order hyperpolarizability (γ) are determined in gas phase at the molecular level by semiempirical quantum chemical method with the coordinates obtained from X-ray diffraction as the starting geometry. In addition, the bioactivity scores were calculated from the chemical skeleton.
- Maragatham,Prabhakaran,Rajakumar,Lakshmi
-
-
- Regio- And stereoselective synthesis of spiropyrrolidine-oxindole and bis-spiropyrrolizidine-oxindole grafted macrocycles through [3 + 2] cycloaddition of azomethine ylides
-
A convenient and efficient method for the regioselective macrocyclization of triazole bridged spiropyrrolidine-oxindole, and bis-spiropyrrolizidine-oxindole derivatives was accomplished through intra and self-intermolecular [3 + 2] cycloaddition of azomethine ylides. The chalcone isatin precursors 9a-i required for the click reaction were obtained from the reaction of N-alkylazidoisatin 4 and propargyloxy chalcone 8a-i which in turn were obtained by the aldol condensation of propargyloxy salicylaldehyde 6 and substituted methyl ketones 7a-i. The regio- and stereochemical outcome of the cycloadducts were assigned based on 2D NMR and confirmed by single crystal XRD analysis. High efficiency, mild reaction conditions, high regio- and stereoselectivity, atom economy and operational simplicity are the exemplary advantages of the employed macrocyclization procedure.
- Prabhakaran, Perumal,Rajakumar, Perumal
-
p. 10263 - 10276
(2020/03/26)
-
- Fe(III)-Catalyzed, Cyclizative Coupling between 2-Alkynylbenzoates and Carbinols: Rapid Generation of Polycyclic Isocoumarins and Phthalides and Mechanistic Study
-
FeCl3 catalyzed, highly regioselective cyclizative coupling of internal alkynes with alcohols has been reported for the rapid synthesis of structurally divergent, complex isocoumarins and phthalides respectively in intermolecular and intramolecular fashion. This strategy exhibited very high substrate scope and efficiency and proceeds through the simultaneous formation of C?O and C?C bonds. Observations from a series of control experiments supported a) the mechanism as Lewis acid catalyzed dual activation of ester and alcohol, b) the role of carbocation for the enhanced rates of cyclization, i. e., activation of alkyne by carbocation, and c) no role of HCl in the reported cascade process. (Figure presented.).
- Gandhi, Soniya,Baire, Beeraiah
-
supporting information
p. 2651 - 2657
(2020/05/25)
-
- Synthesis and spectral study of a new family of 2,5-diaryltriazoles having restricted rotation of the 5-aryl substituent
-
Efficient synthesis of 2,5-diaryl substituted 4-azido-1,2,3-triazoles by the reaction of sodium azide with dichlorosubstituted diazadienes was demonstrated. The optical properties of the prepared azidotriazoles were studied to reveal a luminescence maximu
- Tsyrenova, Biligma,Nenajdenko, Valentine
-
-
- Synthesis of Novel Triazole Incorporated Thiazolone Motifs Having Promising Antityrosinase Activity through Green Nanocatalyst CuI-Fe3O4@SiO2 (TMS-EDTA)
-
In the present work, novel 5-((1-benzyl-1,2,3-triazol-4-yl)methoxybenzylidene)-2-(arylamino)thiazol-4-one thiazolone incorporated triazole derivatives have been designed as tyrosinase inhibitors. The compounds were synthesized through click reaction in good yield. Moreover, the antityrosinas activity of the synthesized derivatives was evaluated. In the search for establishing a click copper-catalyzed azide/alkyne cycloaddition (CuAAC) reaction under strict conditions, in terms of a novel air-stable, a recyclable and efficient magnetic catalyst was planned for new triazole derivatives as a well-organized copper iodide supported on the functionalized Fe3O4@SiO2 core-shell (CuI/Fe3O4@SiO2(TMS-EDTA) nanoparticles). The engineered nanocatalyst synthesized for the first time and characterized by different methods, including FT-IR spectroscopy, XRD, FESEM, EDX, TEM, TGA, and BET analysis. The excellent catalytic performance in ethanol with high surface area (351.7 m2g?1) and short reaction time for diverse functional groups (120–200 min), no use of toxic solvents, reusability of the catalyst, and using eco-friendly conditions are the advantageous of this work. Moreover,the nanocatalyst can be used at least five times without any significant decrease in the yield of the reaction. The thiazolidine-triazole derivatives 9a, 9c, 9e, and 9 g showed promising tyrosinase inhibitory activity with IC50 values in the range of 5.90–9.81 μM. The compounds were found to be considerably more potent tyrosinase inhibitors than the reference inhibitor kojic acid (IC50 = 18.36 μM).
- Darroudi, Mahdieh,Ranjbar, Sara,Esfandiar, Mohammad,Khoshneviszadeh, Mahsima,Hamzehloueian, Mahshid,Khoshneviszadeh, Mehdi,Sarrafi, Yaghoub
-
-
- 1,2,3-Triazole-linked 5-benzylidene (thio)barbiturates as novel tyrosinase inhibitors and free-radical scavengers
-
In this study, benzyl-1,2,3-triazole-linked 5-benzylidene (thio)barbiturate derivatives 7a–d and 8a–h were designed as potential tyrosinase inhibitors and free-radical scavengers. The twelve derivatives were synthesized via the [3+2] cycloaddition reactio
- Ranjbar, Sara,Shahvaran, Parisa-sadat,Edraki, Najmeh,Khoshneviszadeh, Mahsima,Darroudi, Mahdieh,Sarrafi, Yaghoub,Hamzehloueian, Mahshid,Khoshneviszadeh, Mehdi
-
-
- Multicomponent and 1,3-dipolar cycloaddition synthesis of triazole- and isoxazole-acridinedione/xanthenedione heterocyclic hybrids: Cytotoxic effects on human cancer cells
-
A new series of diverse 1,2,3-triazole-acridinedione/xanthenedione and 1,2-isoxazole-acridinedione/xanthenedione heterocyclic hybrids have been synthesized via 1,3-dipolar coupling reaction of N/O-substituted-acridinedione-alkyne or O-substituted-xanthene
- Albuquerque, Hélio,Almeida Paz, Filipe A.,Bachari, Khaldoun,Djemoui, Amar,Helguero, Luisa A.,Lahrech, Mokhtar Boualem,Lemouari, Najet,Mendes, Ricardo F.,Naouri, Abdelkader,Ouahrani, Mouhamad Ridha,Rocha, Djenisa H. A.,Silva, Artur M. S.,Talhi, Oualid
-
-
- Intramolecular Povarov Reactions for the Synthesis of Chromenopyridine Fused 2-Pyridone Polyheterocycles Binding to α-Synuclein and Amyloid-β Fibrils
-
A BF3·OEt2 catalyzed intramolecular Povarov reaction was used to synthesize 15 chromenopyridine fused thiazolino-2-pyridone peptidomimetics. The reaction works with several O-alkylated salicylaldehydes and amino functionalized thiazolino-2-pyridones, to generate polyheterocycles with diverse substitution. The synthesized compounds were screened for their ability to bind α-synuclein and amyloid β fibrils in vitro. Analogues substituted with a nitro group bind to mature amyloid fibrils, and the activity moreover depends on the positioning of this functional group.
- Adolfsson, Dan E.,Tyagi, Mohit,Singh, Pardeep,Deuschmann, Adrian,?dén, J?rgen,Gharibyan, Anna L.,Jayaweera, Sanduni Wasana,Lindgren, Anders E. G.,Olofsson, Anders,Almqvist, Fredrik
-
p. 14174 - 14189
(2020/11/13)
-
- Synthesis of coumarin-sulfonamide derivatives and determination of their cytotoxicity, carbonic anhydrase inhibitory and molecular docking studies
-
Carbonic anhydrases isoforms CA IX, and XII are known to be highly expressed in various human tissues and malignancies. CA IX is a prominent target for especially colorectal cancers, because it is overexpressed in colorectal cancer and this overexpression
- Zengin Kurt, Belma,Sonmez, Fatih,Ozturk, Dilek,Akdemir, Atilla,Angeli, Andrea,Supuran, Claudiu T.
-
-
- Triazole-Coupled Benzimidazole-Based Fluorescent Sensor for Silver, Bromide, and Chloride Ions in Aqueous Media
-
A triazole-coupled benzimidazole-based fluorescent probe S1 with nitrogen and oxygen binding sites was synthesized and its properties as a probe for cations were investigated. Probe S1 was found to be highly selective toward Ag+ ions in aqueous
- Ko, Yoon Gun,Na, Won Sik,Mayank,Singh, Narinder,Jang, Doo Ok
-
p. 945 - 952
(2019/08/02)
-
- Gold-catalyzed formation of aryl-fused pyrazolooxazepines via intramolecular regioselective 7-exo-dig cyclization
-
An efficient method was developed for the synthesis of substituted aryl-fused pyrazolooxazepines from ortho-O-propargyl aryl pyrazoles by gold catalysis. In this organic transformation a new C-N bond was formed regioselectively via 7-exo-dig cyclization.
- Guduru, Ravinder,Mangina, N. S. V. M. Rao,Sridhar, Balasubramanian,Karunakar, Galla V.
-
supporting information
p. 2809 - 2817
(2019/03/12)
-
- Direct Access to 9-Chloro-1 H-benzo[ b]furo[3,4- e]azepin-1-ones via Palladium(II)-Catalyzed Intramolecular syn-Oxypalladation/Olefin Insertion/sp2-C-H Bond Activation Cascade
-
An efficient Pd(II)-catalyzed cascade approach was established for the synthesis of 9-chloro-1H-benzo[b]furo[3,4-e]azepin-1-ones starting from N-propargyl arylamines having a pendant α,β-unsaturated ester scaffold. The mechanism of this sequential process involved intramolecular syn-oxypalladation followed by olefin insertion and ortho sp2-C-Cl bond formation reactions. This high atom- and step-economical cascade sequence generated two heterocycle rings and three new bonds in a single synthetic operation.
- Karuppasamy, Muthu,Vachan,Vinoth, Perumal,Muthukrishnan, Isravel,Nagarajan, Subbiah,Ielo, Laura,Pace, Vittorio,Banik, Subrata,Maheswari, C. Uma,Sridharan, Vellaisamy
-
supporting information
p. 5784 - 5788
(2019/08/26)
-
- Coumarin-1,2,3-triazole hybrid derivatives: Green synthesis and DFT calculations
-
A series of new 1,2,3-triazole-coumarin hybrid system are synthesized from the click reaction between 3-azido coumarin and different aromatic terminal alkyne derivatives in a green manner. All compounds are characterized by IR, NMR and UV–VIS spectroscopy
- Nouraie, Pegah,Moradi Dehaghi, Shahram,Foroumadi, Alireza
-
p. 386 - 394
(2019/01/19)
-
- A strategic approach to the synthesis of ferrocene appended chalcone linked triazole allied organosilatranes: Antibacterial, antifungal, antiparasitic and antioxidant studies
-
A series of ferrocene appended chalcone allied triazole coupled organosilatranes (FCTSa 7–FCTSa 12) were synthesised with the aim of amalgamating the pharmacological action of the constituting moieties into a single molecular scaffold. All the synthesised
- Singh, Gurjaspreet,Arora, Aanchal,Kalra, Pooja,Maurya, Indresh Kumar,Ruizc, Cristobal Espinosa,Estebanc, M. Angeles,Sinha, Shweta,Goyal, Kapil,Sehgal, Rakesh
-
p. 188 - 195
(2018/12/11)
-
- 4,6-Diphenylpyrimidine Derivatives as Dual Inhibitors of Monoamine Oxidase and Acetylcholinesterase for the Treatment of Alzheimer's Disease
-
Alzheimer's disease (AD) is a neurodegenerative disorder with multifactorial pathogenesis. Monoamine oxidase (MAO) and acetylcholinesterase enzymes (AChE) are potential targets for the treatment of AD. A total of 15 new propargyl containing 4,6-diphenylpy
- Kumar, Bhupinder,Dwivedi, Ashish Ranjan,Sarkar, Bibekananda,Gupta, Sukesh Kumar,Krishnamurthy, Sairam,Mantha, Anil K.,Parkash, Jyoti,Kumar, Vinod
-
p. 252 - 265
(2019/01/24)
-
- First Anti-ToCV Activity Evaluation of Glucopyranoside Derivatives Containing a Dithioacetal Moiety through a Novel ToCVCP-Oriented Screening Method
-
Tomato chlorosis virus (ToCV) is a newly reported plant virus that has rapidly spread to all parts of the world, resulting in a serious decline in tomato quality and yield due to the lack of effective control agents. In this study, the ToCV coat protein (
- Xie, Dandan,Zhang, Jian,Yang, Huanyu,Liu, Yuewen,Hu, Deyu,Song, Baoan
-
p. 7243 - 7248
(2019/06/04)
-
- Cu(I) catalyzed coumarin-1,2,3-triazole hybrids: Click chemistry
-
A series of novel coumarin-1,2,3-triazole derivatives were synthesized in good yield via click chemistry using Cu(I) catalyzed intermolecular Huisgen [3+2] cycloaddition reaction. All the synthesized compounds were characterized spectroscopically. This piece of work could be helpful to develop biologically relevant coumarin analogs.
- Mamgain, Ritu
-
p. 2543 - 2547
(2019/10/02)
-
- A molybdenum based metallomicellar catalyst for controlled and chemoselective oxidation of activated alcohols in aqueous medium
-
A surfactant based oxodiperoxo molybdenum complex, which could activate molecular oxygen, has been employed as a catalyst for controlled oxidation of benzylic alcohols to corresponding carbonyls. The oxidation reactions were carried out under aqueous environment, however, in the absence of any extraneous base or co-catalyst. Sensitive/oxidizable functional groups like cyano, sulfide, hydroxyl, aryl-hydroxyl, alkene (internal/terminal), alkyne (internal/terminal), and acetal were tolerated during the transformations. Such selectivity is attributed to the mild nature of the catalyst. The methodology could also be scaled-up for multi-gram synthesis and the protocol is likely to find practical use since it requires an inexpensive recyclable-catalyst and easily available oxidant (under green conditions). A plausible mechanism is proposed with the help of preliminary computational study.
- Thiruvengetam, Prabaharan,Chakravarthy, Rajan Deepan,Chand, Dillip Kumar
-
p. 123 - 133
(2019/07/19)
-
- “On water” cascade synthesis of benzopyranopyrazoles and their macrocycles
-
Reported herein is an intramolecular 1,3-dipolar cycloaddition strategy for rapid entry into benzopyranopyrazoles (BPP) on water medium as “open flask chemistry” approach. The in situ generation of diazo functionality in two-step sequence from the appropr
- Muthusamy, Sengodagounder,Gangadurai, Chinnakuzhanthai
-
supporting information
p. 1501 - 1505
(2018/03/21)
-
- First intramolecular Diels-Alder reactions using chromone derivatives: Synthesis of chromeno[3,4-: B] xanthones and 2-(benzo [c] chromenyl)chromones
-
A series of novel (E)-2-(2-propargyloxystyryl)chromones and (E,E)-2-[4-(2-propargyloxyphenyl)buta-1,3-dien-1-yl]chromones were designed and synthesized via aldol condensation of 2-methylchromones with 2-propargyloxy(benzaldehyde and cinnamaldehyde), respectively. Both chromone derivatives were used as substrates in microwave-assisted intramolecular Diels-Alder reactions, affording chromeno[3,4-b]xanthones and 2-(benzo[c]chromenyl)chromones. This is the first report involving chromone derivatives in intramolecular Diels-Alder reactions for the synthesis of new oxygen heterocycles, namely xanthone- and flavone-type compounds.
- Albuquerque, Hélio M. T.,Santos, Clementina M. M.,Cavaleiro, José A. S.,Silva, Artur M. S.
-
p. 4251 - 4260
(2018/03/21)
-
- Synthesis of novel perillyl-dihydropyrimidinone hybrids designed for antiproliferative activity
-
A series of fifteen novel dihydropyrimidinone hybrid compounds were synthesized in good yields via a multicomponent reaction combined with the Huisgen reaction. The antiproliferative activity was investigated against nine tumor cell lines, and four hybrid
- Vendrusculo, Vinicius,De Souza, Vanessa P.,M. Fontoura, Luiz Ant?nio,M. D'Oca, Marcelo G.,Banzato, Thais P.,Monteiro, Paula A.,Pilli, Ronaldo A.,De Carvalho, Jo?o Ernesto,Russowsky, Dennis
-
p. 1553 - 1564
(2018/10/02)
-
- Synthesis and biological properties of novel 1-methyl-2-(2-(prop-2-yn-1-yloxy)benzylidene) hydrazine analogues
-
1-Methyl-2-(2-(prop-2-yn-1-yloxy)benzylidene)hydrazine analogues were readily prepared in good yields by the reaction of 2-(prop-2-yn-1-yloxy)benzaldehydes and methyl hydrazine. The reaction tolerates a variety of substituents on the 2-hydroxybenzaldehyde
- Kivrak, Arif,Yilmaz, Can,Konus, Metin,Koca, Halil,Aydemir, Selahattin,Oagaz, Jeger Ali
-
p. 306 - 316
(2018/06/11)
-
- Efficient one pot synthesis of chromenonaphthyridine derivatives by CuI/InCl3 catalyzed aza diels-alder reaction
-
A mild and efficient method for the synthesis of chromenonaphthyridine derivatives via domino reaction of aminopyridine and different O-propargylated salicylaldehydes using CuI/InCl3 as an efficient catalyst, refluxed in acetonitrile is reported. Mild rea
- Maji, Pradip Kumar,Mahalanobish, Ayan
-
-
- Synthesis and biological evaluation of chalcone-triazole hybrid derivatives as 15-LOX inhibitors
-
An efficient aldol condensation/click reaction sequence is employed for the synthesis of chalcone-triazole-based derivatives in moderate to good yields. The ability of target compounds to inhibit 15-lipoxygenase enzyme was investigated and moderate to low inhibitory activities were observed for the synthesized compounds.
- Asadipour, Ali,Noushini, Saeedeh,Moghimi, Setareh,Mahdavi, Mohammad,Nadri, Hamid,Moradi, Alireza,Shabani, Shabnam,Firoozpour, Loghman,Foroumadi, Alireza
-
-
- Copper-catalyzed intramolecular domino synthesis of 6H-chromeno[4,3-b]quinolines in green condition
-
A one-pot and efficient copper-catalyzed approach for synthesis of tetracyclic 6H-chromeno[4,3-b]quinolines through the intramolecular domino condensation-aza-Diels-Alder reaction of electron-rich anilines and Opropargylated salicylaldehydes under green conditions has been described.
- Rahimzadeh, Golnaz,Soheilizad, Mehdi,Kianmehr, Ebrahim,Larijani, Bagher,Mahdavic, Mohammad
-
-
- An efficient synthesis of novel triazoles incorporating barbituric motifs via [3+2] cycloaddition reactions: An experimental and theoretical study
-
In this work, the synthesis of novel triazole derivatives with barbituric motifs in good yields is described. The alkyne was prepared through the Knoevenagel reaction of barbituric derivatives with ortho and para O-propargylated hydroxybenzaldehyde. The m
- Darroudi, Mahdieh,Sarrafi, Yaghoub,Hamzehloueian, Mahshid
-
p. 821 - 835
(2018/08/21)
-
- Development of 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and their salts as potent cytotoxic agents and topoisomerase I/IIα inhibitors
-
A novel series of 35 angularly fused pentacyclic 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridin-5-ium chlorides were designed and synthesized. Their cytotoxic activities were investigated against six human
- Arepalli, Sateesh Kumar,Lee, Chaerim,Sim, Seongrak,Lee, Kiho,Jo, Hyunji,Jun, Kyu-Yeon,Kwon, Youngjoo,Kang, Jong-Soon,Jung, Jae-Kyung,Lee, Heesoon
-
supporting information
p. 5181 - 5193
(2018/10/02)
-
- A Discrete Self-Assembled Pd12 Triangular Orthobicupola Cage and its Use for Intramolecular Cycloaddition
-
Water-soluble Pd12L6 coordination cage TC-1 was synthesized by coordination-driven self-assembly of symmetrical tetrapyridyl donor L with 90° ditopic acceptor cis-[Pd(NO3)2(tmeda)] [tmeda=N,N,N′,N′-tetramethylet
- Bhat, Imtiyaz Ahmad,Devaraj, Anthonisamy,Zangrando, Ennio,Mukherjee, Partha Sarathi
-
p. 13938 - 13946
(2018/09/06)
-
- 2-((1-benzyl-1,2,3-triazole-4-yl) methoxy) benzaldehyde compound and preparation method thereof
-
The invention belongs to the field of medicines and relates to 2-((1-benzyl-1,2,3-triazole-4-yl) methoxy) benzaldehyde compounds, a composition with the compounds and a preparation method thereof. Theinvention further relates to application of the compoun
- -
-
Paragraph 0055-0057
(2018/12/13)
-
- A facile one-pot regioselective synthesis of functionalized novel benzo[f]chromeno[4,3-b][1,7]naphthyridines and benzo[f][1,7]naphthyridines via an imino Diels-Alder reaction
-
A novel series of functionalized 13H-benzo[f]chromeno[4,3-b][1,7]naphthyridines and 1,3-diphenylbenzo[f][1,7]naphthyridines have been synthesized by an efficient regioselective one-pot multicomponent synthesis through intra and intermolecular imino Diels-
- Arepalli, Sateesh Kumar,Park, Byeongwoo,Jung, Jae-Kyung,Lee, Kiho,Lee, Heesoon
-
supporting information
p. 449 - 454
(2017/01/10)
-
- Fabrication of silicon embedded isomeric chalcone linkers using [CuBr(PPh3)3]
-
The positional isomeric units of substituted chalcones were synthesized using [CuBr(PPh3)3] as source of catalyst. The alkynes (1a–9a) were fabricated with azides resulting into triazole moiety containing triethoxysilane substituents (1b–9b) which were further converted into silatranes 1c–9c. The synthesized compounds were confirmed by spectroscopic analytical studies like NMR (1H, 13C), IR, mass recognition studies confirm the silatrane product formation.
- Singh, Gurjaspreet,Singh, Jasbhinder,Kaur, Gurpreet,Singh, Jandeep
-
supporting information
p. 93 - 100
(2017/03/07)
-
- Synthesis of Novel 7-methylene-6,7-dihyrobenzo[f]Benzo[4,5]Imidazo[1,2-d][1,4]Oxazepines via Base-mediated Regioselective Intramolecular Hydroamination
-
A versatile and transition metal-free approach for the synthesis of new 7-methylene-6,7-dihyrobenzo[f]benzo[4,5]imidazo[1,2-d][1,4]oxazepines were developed by an efficient 7-exo-dig regioselective hydroamination of 2-(2-(prop-2-yn-1-yloxy)phenyl)-1H-benzo[d]imidazole in the presence of potassium carbonate in DMF at 90°C.
- Yavari, Hossein,Alinezhad, Heshmatollah,Shafiee, Abbas
-
p. 2393 - 2396
(2017/07/25)
-
- blue calyx a su-glucose derivative and its preparation method and application
-
The invention relates to glucose derivatives of glaucocalyxin A. The glucose derivatives have a structure represented by a formula I or a formula II, wherein R1 represents hydrogen or methoxyl, R2 represents hydrogen or acetyl, and n represents 0 or 1. Th
- -
-
Paragraph 0083; 0084; 0087; 0088
(2017/08/25)
-