- Pharmaceutical composition and method of treating cancer
-
Cytotoxic compounds containing a phenyl core, amide link(s), an imidazolinone or a propenamide moiety. Also described are pharmaceutical compositions incorporating the cytotoxic compounds and methods for treating cancer. These compounds are cytotoxic against breast, prostate, and leukemia cancer cell lines via dual inhibition of Src kinases and tubulin.
- -
-
Page/Page column 47
(2020/12/07)
-
- 5-(4H)-oxazolones and their benzamides as potential bioactive small molecules
-
The five membered heterocyclic oxazole group plays an important role in drug discovery. Oxazolones present a wide range of biological activities. In this article the synthesis of 4-substituted-2-phenyloxazol-5(4H)-ones from the appropriate substituted aldehydes via an Erlenmeyer-Plochl reaction is reported. Subsequently, the corresponding benzamides were produced via a nucleophilic attack of a secondary amine on the oxazolone ring applying microwave irradiation. The compounds are obtained in good yields up to 94percent and their structures were confirmed using IR, 1H-NMR, 13C-NMR and LC/MS data. The in vitro anti-lipid peroxidation activity and inhibitory activity against lipoxygenase and trypsin induced proteolysis of the novel derivatives were studied. Inhibition of carrageenin-induced paw edema (CPE) and nociception was also determined for compounds 4a and 4c. Oxazolones 2a and 2c strongly inhibit lipid peroxidation, followed by oxazolones 2b and 2d with an average inhibition of 86.5percent. The most potent lipoxygenase inhibitor was the bisbenzamide derivative 4c, with IC50 41 μM. The benzamides 3c, 4a-4e and 5c were strong inhibitors of proteolysis. The replacement of the thienyl moiety by a phenyl group does not favor the protection. Compound 4c inhibited nociception higher than 4a. The replacement of thienyl groups by phenyl ring led to reduced biological activity. Docking studies of the most potent LOX inhibitor highlight interactions through allosteric mechanism. All the potent derivatives present good oral bioavailability.
- Bermperoglou, Eleftherios,Hadjipavlou-Litina, Dimitra,Mavridis, Evangelos,Pontiki, Eleni
-
-
- Stereoselective Intermolecular [2 + 2] Cycloadditions of Erlenmeyer-Pl?chl Azlactones Using Visible Light Photoredox Catalysis
-
The first report of the preparation of symmetric and nonsymmetric diaminotruxinic derivatives through the photoredox [2 + 2] cycloadditions of Erlenmeyer azlactones is described, affording the desired compounds in high regio- and diastereocontrol (only head-to-head coupling). Mechanistic studies by DFT suggest that the reaction proceeds through a neutral photocatalytic pathway.
- Marra, Isabellar F. S.,De Almeida, Angelina M.,Silva, Larissa P.,De Castro, Pedro P.,Corrêa, Charlane C.,Amarante, Giovanni Wilson
-
p. 15144 - 15154
(2018/12/14)
-
- Synthesis and herbicidal activity of 4-benzylidene-2-phenyl oxazol-5(4H)-one derivatives using l-proline as catalyst
-
A simple, efficient and environmentally benign method for the synthesis of 4-benzylidene-2-phenyl oxazol-5(4H)-one derivatives by the reaction of aromatic aldehydes and hippuric acid using acetic anhydride as dehydrating agent and L-proline as catalyst ha
- Bhandari,Kasana
-
p. 1717 - 1722
(2018/07/10)
-
- Greener approach: Ionic liquid [Et3NH][HSO4]-catalyzed multicomponent synthesis of 4-arylidene-2-phenyl-5(4H)oxazolones under solvent-free condition
-
We have developed simple, greener, safer multicomponent synthesis series of 4-arylidene-2-phenyl-5(4H) oxazolones 4(a-r) catalyzed by Bronsted acid ionic liquid as triethylammonium hydrogen sulfate [Et3NH][HSO4] and catalytic amount of acetic anhydride and sodium acetate with excellent yields (90–99%). The protocol offers economical, environmentally benign, solvent-free conditions, and recycle–reuse of the catalyst and easily available starting as benzoyl chloride 1, amino acid 2 and a variety of aldehydes 3. The cyclization followed by condensation of benzoyl chloride, amino acid, and a variety of aldehydes catalyzed by ILs [Et3NH][HSO4] and catalytic amount of acetic anhydride and sodium acetate. The final products were confirmed by their characterization data such as FTIR, 1H-NMR, 13C-NMR, Mass, high-resolution mass spectra and were compared with its reported method.
- Jadhav, Santosh A.,Sarkate, Aniket P.,Farooqui, Mazahar,Shinde, Devanand B.
-
p. 1676 - 1683
(2017/09/08)
-
- Synthesis of Erlenmeyer-Pl?chl azlactones promoted by 5-Sulfosalicylic acid
-
5-Sulfosalicylic acid was found as an efficient catalyst in the synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones by condensation and cyclodehydration of aromatic aldehydes with hippuric acid and acetic anhydride at room temperature. The catalyst was eas
- Kiyani, Hamzeh,Aslanpour, Shiva
-
p. 1314 - 1321
(2017/07/18)
-
- Triphenylphosphine (PPh3) Catalyzed Erlenmeyer Reaction for Azlactones under Solvent-free Conditions
-
This study presents triphenylphosphine catalyzed process for the synthesis of azlactones and their derivatives using hippuric and substituted aromatic aldehydes. The methodology also found to be effective for the synthesis of azlactones from 5-(2,6-dichlorophenyl)-3-methyl-1,2-oxazol-4-yl carbonyl amino acetic acid and offers several advantages such as solvent-free conditions, excellent yields, simple procedure, mild conditions, and reduced environmental consequences.
- Punna Rao, Alapati Mohan Lakshmi,Sridhar Rao, Abburi,Saratchandra Babu, Mukkamala,Krishnaji Rao
-
supporting information
p. 429 - 435
(2017/02/03)
-
- A convenient synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones under solvent-assisted grinding
-
A facile and effective approach for the synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones has been developed. Under solvent-assisted grinding in the presence of 2,4,6-trichloro-1,3,5-triazine, catalytic triphenylphosphine, and sodium carbonate, dehydrati
- Pattarawarapan, Mookda,Jaita, Subin,Phakhodee, Wong
-
supporting information
p. 3171 - 3174
(2016/07/06)
-
- Synthesis and insecticidal evaluation of tetrahydroimidazo[1,2-a]pyridin-5(1H)-one derivatives
-
A series of novel tetrahydroimidazo[1,2-a]pyridine-5(1H)-one derivatives containing a electronegative pharmacophore (=CNO2) were synthesized via practical aza-ene reaction and characterized by 1H NMR, 13C NMR, 19F NMR and HRMS. Preliminary bioassays showed that some of the target compounds exhibited good insecticidal activity against brown planthopper (Nilaparvata lugens) and cowpea aphids (Aphis craccivora) at 500 mg L-1. Among them, compound 11h was active against brown planthopper at 100 mg L-1. The insecticidal activities varied significantly depending on the types and patterns of the substituents, which provided guidance for further investigation on structure modifications.
- Liu, Xuan-Qi,Liu, Ya-Qin,Shao, Xu-Sheng,Xu, Zhi-Ping,Xu, Xiao-Yong,Li, Zhong
-
-
- An expedient synthesis of oxazolones using a cellulose supported ionic liquid phase catalyst
-
A novel cellulose supported ionic liquid phase catalyst containing hydroxide ions ([CellFemImi]OH) has been synthesized by covalent anchoring of 1-N-ferrocenylmethyl imidazole in the functionalized cellulose matrix followed by an anion metathesis reaction. The [CellFemImi]OH was characterized by various techniques including FT-IR, FT-Raman, 13C solid state NMR, X-ray diffraction, energy dispersive X-ray (EDX) analysis, field emission scanning electron microscopy (FESEM) and thermogravimetric analysis. The [CellFemImi]OH was effectively employed as a heterogeneous catalyst in the synthesis of oxazolones by cyclocondensation of aryl aldehydes with hippuric acid in the presence of acetic anhydride.
- Kurane, Rajanikant,Khanapure, Sharanabasappa,Kale, Dolly,Salunkhe, Rajashri,Rashinkar, Gajanan
-
p. 44135 - 44144
(2016/06/09)
-
- One flask synthesis of esters of the corresponding 3-substituted 2-benzoylamino acrylic acids using 2-oxazolin-5-ones as synthons
-
A modified route for the fast and facile synthesis of an alkyl 3-substituted 2- benzoylamino acrylate (4) is hereby developed. All the required steps are carried out in the same flask.
- Ahmed, Md. Mizanur,Borthakur, Somadrita,Tripathy, Pradeep K.
-
p. 371 - 372
(2019/01/21)
-
- Synthesis of Erlenmeyer azlactones using arylsulphonyl chloride as cyclocondensing agent
-
A fast and facile procedure for one flask synthesis of (Z)-2-substituted-4- arylmethylene-2-oxazolin-5-ones (3) which are popularly known as Erlenmeyer azlactones, is being reported starting from N-acylglycines (1) and different aromatic aldehydes using arylsulphonyl chloride as cyclocondensing agent in the presence of triethyl amine base and dry benzene. The reaction time is reduced to minute under milder conditions alongwith higher yields of the products.
- Goswami, Limi,Tripathy, Pradeep K.
-
p. 281 - 282
(2019/01/21)
-
- Synthesis and quantitative structure-activity relationships study for phenylpropenamide derivatives as inhibitors of hepatitis B virus replication
-
A series of new phenylpropenamide derivatives containing different substituents was synthesized, characterized and evaluated for their anti-hepatitis B virus (HBV) activities. The quantitative structure eactivity relationships (QSAR) of phenylpropenamide compound have been studied. The 2D-QSAR models, based on DFT and multiple linear regression analysis methods, revealed that higher values of total energy (TE) and lower entropy (Sθ) enhanced the anti-HBV activities of the phenylpropenamide molecules. Predictive 3D-QSAR models were established using SYBYL multifit molecular alignment rule. The optimum models were all statistically significant with cross-validated and conventional coefficients, indicating that they were reliable enough for activity prediction.
- Yang, Jing,Ma, Min,Wang, Xue-Ding,Jiang, Xing-Jun,Zhang, Yuan-Yuan,Yang, Wei-Qing,Li, Zi-Cheng,Wang, Xi-Hong,Yang, Bin,Ma, Meng-Lin
-
-
- Antileshmanial activities of synthetic substituted 2-phenyl-4-[phenylmethylidene]-1,3-oxazol-5(4H)-ones
-
Substituted 2-phenyl-4-[phenylmethylidene]-1,3-oxazol-5(4H)-ones 1-27 were evaluated for their activity against Leishmania major. Compounds 1-27 demonstrated in vitro antileishmanial activities with IC50 values between 28.9 - 69.05 μM, as compared to standard drug pentamidine (IC50 = 5.09 ± 0.04 μM). Compounds 12 (IC50 = 28.90 ± 1.10 μM), 24 (IC50 = 31.4 ± 2.15 μM), 13 (IC50 = 35.0 ± 3.18 μM), 16 (IC50 = 35.0 ± 3.13 μM), and 25 (IC50 = 35.0 ± 3.18μM) displayed signifiant antileishmanial activities. Whereas, compounds 8-10, 15, 19, and 26 with IC50 values of 62.2 ± 3.36, 57.8 ± 2.30, 57.72 ± 5.02, 56.18 ± 4.40, 57.85 ± 2.25, 69.05 ± 6.20, 54.8 ± 1.50, and 57.8 ± 2.30 μM showed a moderate antileishmanial activities.
- Khan, Saadia Razi,Ghouri, Nida,Karim, Aneela,Naz, Farzana,Fakhri, Muhammad Imran,Perveen, Shahnaz,Khan, Khalid Mohammed,Taha, Muhammad,Choudhary, Muhammad Iqbal
-
p. 980 - 985
(2016/01/12)
-
- Synthesis, in-vitroreverse transcriptase inhibitory activity and docking study of some new imidazol-5-one analogs
-
Non-nucleoside reverse transcriptase inhibitors have a definitive role and most commonly used in treatment of HIV-1 infection. A new series of 4-ethylidene/substituted-benzylidene-1-(4-hydroxy/chloro-6-methylpyrimidin-2-yl) -2-ethyl/phenyl-1H-imidazol-5(4H)-one were designed, synthesized, and evaluated for HIV-1 reverse transcriptase (RT) inhibitory activity. The results of in-vitro HIV-1 RT assay showed that some of the new compounds, such as 4c, 4d, 4e, 5a, and 5e effectively inhibit HIV-1 RT activity. 1-(4-Chloro-6- methylpyrimidin-2-yl)-4-(furan-2-ylmethylene)-2-methyl-1H-imidazol-5(4H)-one (5e) exerted most potent in-vitro HIV-1 RT inhibitory activity, among the group of compounds. Molecular docking studies were carried out to explore the binding affinity of imidazole-5-one analogs in active site of HIV-1 RT enzyme. Springer Science+Business Media 2014.
- Mokale, Santosh N.,Lokwani, Deepak K.,Shinde, Devanand B.
-
p. 3752 - 3764
(2014/08/05)
-
- Nanocrystalline titanium dioxide catalyst for the synthesis of azlactones
-
Titanium dioxide nanoparticles were prepared by a electrochemical reduction method using parameters such as current density, solvent polarity, distance between electrodes, and concentration of stabilizers to control the size of the nanoparticles. The nanoparticles were characterized by UV-Vis spectroscopy, X-ray diffraction, scanning electron microscopy and transmission electron microscopy, and their catalytic performance was tested for the synthesis of a series of 4-aryldiene-2-phenyl-5(4)-oxazolones from the cyclodehydration and condensation of the respective aldehyde, hippuric acid and acetic anhydride. Easy availability, reusability and eco-friendliness were some prominent features of the nanocrystalline titanium dioxide catalyst.
- Anandgaonker, Priyanka,Kulkarni, Ganesh,Gaikwad, Suresh,Rajbhoj, Anjali
-
p. 196 - 200
(2014/03/21)
-
- Sonochemical hot-spot assisted one-pot synthesis of 4-arylmethylidene-2- phenyl-4H-oxazol-5-ones using nano-mgo as an efficient catalyst
-
Twelve 4-arylmethylidene-2-phenyl-4H-oxazol-5-ones were prepared in excellent yield by sonicating a mixture of an araldehyde, hippuric acid and acetic anhydride in the presence of a green heterogeneous NanoMgO as a basic catalyst. The catalytic activity o
- Saleh Azzam, Sadeq Hamood,Chandrappa,Pasha, Mohamed Afzal
-
p. 283 - 290
(2013/07/26)
-
- A simple and convenient synthesis of 4-ylidene-5(4H)oxazolone derivatives: Oxazolone ring transformation leading to other heterocyclic structures
-
Simple, effective, and high yield synthetic procedure for the synthesis of 4-ylidene-5(4H)-oxazolones 2a-m from arylidene-malononitriles under solvent-free conditions is described. The scope of this reaction was investigated, and it was found that the presence of anhydrous sodium acetate gave the corresponding oxazolones in excellent yields. The newly generated oxazolone derivative 2m underwent ring transformation into pyrroles, imidazoles, pyridazine, and triazines.
- Abdel-Motaleb, Ramadan M.,Bakeer, Hadeer M.,Tamam, Gammal H.,Arafa, Wael A. A.
-
p. 1071 - 1076,6
(2012/12/12)
-
- Palladium-catalyzed diastereo- and enantioselective formal [3 + 2]-cycloadditions of substituted vinylcyclopropanes
-
We describe a palladium-catalyzed diastereo- and enantioselective formal [3 + 2]-cycloaddition between substituted vinylcyclopropanes and electron-deficient olefins in the form of azlactone- and Meldrums acid alkylidenes to give highly substituted cyclopentane products. By modulation of the electronic properties of the vinylcyclopropane and the electron-deficient olefin, high levels of stereoselectivity were obtained. The remote stereoinduction afforded by the catalyst, distal from the chiral pocket generated by the ligand, is proposed to be the result of a new mechanism invoking the Curtin-Hammett principle.
- Trost, Barry M.,Morris, Patrick J.,Sprague, Simon J.
-
supporting information
p. 17823 - 17831,9
(2012/12/12)
-
- Palladium-catalyzed diastereo- and enantioselective formal [3 + 2]-cycloadditions of substituted vinylcyclopropanes
-
We describe a palladium-catalyzed diastereo- and enantioselective formal [3 + 2]-cycloaddition between substituted vinylcyclopropanes and electron-deficient olefins in the form of azlactone- and Meldrums acid alkylidenes to give highly substituted cyclopentane products. By modulation of the electronic properties of the vinylcyclopropane and the electron-deficient olefin, high levels of stereoselectivity were obtained. The remote stereoinduction afforded by the catalyst, distal from the chiral pocket generated by the ligand, is proposed to be the result of a new mechanism invoking the Curtin-Hammett principle.
- Trost, Barry M.,Morris, Patrick J.,Sprague, Simon J.
-
supporting information
p. 17823 - 17831
(2013/01/15)
-
- Two-photon absorption properties of push-pull oxazolones derivatives
-
New fluorescent oxazolone derivatives with high two-photon absorption cross-section were synthesized. Electron donor (phenyl, dimethylaniline and furanyl) and acceptor (nitrobenzene and ethenyl-phenyl-benzimidazol) groups have been appended to the methyle
- Rodrigues, Catarina A.B.,Mariz, Inês F.A.,Ma??as, Ermelinda M.S.,Afonso, Carlos A.M.,Martinho, José M.G.
-
p. 713 - 722
(2012/11/06)
-
- Synthesis, biological activity and docking study of imidazol-5-one as novel non-nucleoside HIV-1 reverse transcriptase inhibitors
-
A novel series of substituted imidazol-5-ones were designed, synthesized and evaluated for in vitro reverse transcriptase (RT) inhibition activity using reverse transcriptase assay kit (Roche, Colorimetric). It has been observed from in vitro screening that newly synthesized compounds possess RT inhibitory activity. Docking study was performed to study the binding orientation and affinity of synthesized compounds for RT enzyme.
- Mokale, Santosh N.,Lokwani, Deepak,Shinde, Devanand B.
-
p. 3119 - 3127
(2012/06/29)
-
- Ammonium metavanadate an efficient catalyst for Erlenmeyer synthesis
-
An efficient method to synthesize azalactone derivatives using ammonium metavanadate (NH4VO3) as catalyst was performed in the absence of solvent. This method is environmentally friendly and affords the product azalactones in high yi
- Madje, Balaji,Ubale, Milind,Bharad, Jagdish,Shingare, Murlidhar
-
p. 1295 - 1299
(2013/01/15)
-
- Construction of adjacent spiro-quaternary and tertiary stereocenters through phosphine-catalyzed asymmetric [3+2] annulation of allenoates with alkylidene azlactones
-
A novel axially chiral spiro-phosphine-catalyzed highly regio-, diastereo- and enantioselective [3+2] cycloaddition of alkylidene azlactones with various allenic esters has been developed, affording the corresponding functionalized spirocyclic products in
- Wang, De,Wei, Yin,Shi, Min
-
supporting information; experimental part
p. 2764 - 2766
(2012/04/05)
-
- Palladium-catalyzed diastereo- and enantioselective synthesis of substituted cyclopentanes through a dynamic kinetic asymmetric formal [3+2]-cycloaddition of vinyl cyclopropanes and alkylidene azlactones
-
An enantioselective preparation of vinylcyclopentanes has been achieved through the title reaction (see scheme). A range of aryl, heterocyclic, alkenyl, and alkyl substituted azlactone alkylidenes have been utilized, giving the cyclopentane products in go
- Trost, Barry M.,Morris, Patrick J.
-
supporting information; experimental part
p. 6167 - 6170
(2011/08/22)
-
- Molecular iodine-catalyzed, mild, effective, ecofriendly, microwave-assisted, one-pot synthesis of 5-arylmethylidene-2-phenyloxazol-4-ones (Azalactones) under solvent-free conditions
-
Fourteen azalactones have been synthesized in excellent yields under solvent-free conditions by heating an aldehyde, hippuric acid, and acetic anhydride in the presence of molecular iodine as a catalyst in a microwave oven. The short reaction time, cleaner reaction, and easy workup make this protocol practical and economically attractive. Copyright
- Reddy, M. B. Madhusudana,Pasha
-
experimental part
p. 1895 - 1898
(2010/09/07)
-
- Alum an efficient catalyst for erlenmeyer synthesis
-
A new and efficient method to synthesize azlactone derivatives using alum ascatalyst was performed in the absence of additional solvent. This method is environmentally friendly and affords the product azlactones in high yields after simple workup.
- Madje, Balaji R.,Ubale, Milind B.,Bharad, Jagdish V.,Shingare, Murlidhar S.
-
experimental part
p. 158 - 161
(2012/01/06)
-
- One-pot process to Z-α-benzoylamino-acrylic acid methyl esters via potassium phosphate-catalyzed Erlenmeyer reaction
-
A practical and efficient two reaction sequence one-pot process for the synthesis of Z-α-benzoylamino-acrylic acid methyl esters was developed. The process involves a potassium phosphate-catalyzed Erlenmeyer reaction of aromatic aldehydes with hippuric acid followed by an oxazolone ring-opening methanolysis. This process afforded a good overall yield and an excellent product quality via a simple workup.
- Cleary, Thomas,Brice, Jodie,Kennedy, Nicole,Chavez, Flavio
-
supporting information; experimental part
p. 625 - 628
(2010/04/05)
-
- Synthesis and pro-kinetic activity of novel substituted aminocarbonyl arylvinylbenzamides
-
Synthesis of benzamides (B1-B8) and their effect on gastrointestinal motility (prokinetic activity) in the rats is being reported in this paper. The compounds were characterized by spectral analysis (IR, NMR & Mass).
- Khadse,Talele,Agarwal
-
scheme or table
p. 277 - 280
(2011/12/14)
-
- Novel peptide mimetic inhibitors of hepatitis C serine protease derived from isomannide
-
Hepatitis C (HCV) infection is a cause of chronic liver disease such as cirrhosis, carcinoma, or liver failure, and the current therapy is effective in only 50% of patients. Serine proteases, which are present in HCV, are the most studied class of proteolytic enzymes, and are a primary target in the drug development field. In this paper, we describe the synthesis and biological studies of a novel class of peptide mimetic compounds as potential HCV serine protease inhibitors. Georg Thieme Verlag Stuttgart.
- Barros, Thalita G.,Pinheiro, Sergio,Williamson, John S.,Tanuri, Amilcar,Pereira, Helena S.,Brindeiro, Rodrigo M.,Neto, Jose B. A.,Antunes, Octavio A. C.,Muri, Estela M. F.
-
scheme or table
p. 620 - 626
(2009/06/28)
-
- A simple and efficient method for the synthesis of Erlenmeyer azlactones
-
We have recently developed a novel and efficient method for synthesising Erlenmeyer azlactones under mild and rapid conditions. The reaction is performed by reacting 2-phenyl-5-oxazolone with an aldehyde in dichloromethane using alumina as a catalyst. The materials react instantly at room temperature, negating the need for high temperatures and long reaction times. We have successfully used this method for both aliphatic, aromatic and heteroaromatic aldehydes, synthesising previously unmade Erlenmeyer azlactones in moderate to high yields.
- Conway, Philip A.,Devine, Kevin,Paradisi, Francesca
-
experimental part
p. 2935 - 2938
(2009/05/30)
-
- Dodecatungstophosphoric acid (H3PW12O40), samarium and ruthenium (III) chloride catalyzed synthesis of unsaturated 2-phenyl-5(4H)-oxazolone derivatives under solvent-free conditions
-
We have found that dodecatungstophosphoric acid (H3PW 12O40), samarium or ruthenium(III) chloride act as efficient catalysts for the synthesis of unsaturated 2-phenyl-5(4H)oxazolone derivatives under solvent-free condition
- Tikdari, Ahmad Momeni,Fozooni, Samieh,Hamidian, Hooshang
-
experimental part
p. 3246 - 3252
(2009/04/10)
-
- Practical preparation of Z-α-(N-acetylamino)- and Z-α-(N-benzoylamino)-α,β-unsaturated acids
-
An efficient two-step synthetic procedure for the preparation of numerous variations of N-protected α,β-unsaturated α-amino acids and their corresponding esters from N-protected glycine and either aliphatic or aromatic aldehydes was developed. The reaction involved cyclization of the N-protected glycine into oxazolone, condensation with the aldehyde, and ring opening with a base. Copyright Taylor & Francis Group, LLC.
- Jursic, Branko S.,Sagiraju, Sarada,Ancalade, Dustin K.,Clark, Traneil,Stevens, Edwin D.
-
p. 1709 - 1714
(2008/02/01)
-
- Novel synthesis of unsaturated 5(4H)-oxazolone derivatives with using palladium(II) acetate as a catalyst and microvawe irradiation in solvent-free condition
-
Unsaturated 5(4H)-oxazolones have emerged as an important class of synthons. These compounds have prepared with using palladium(II) acetate under free-solvent conditions with excellent yields and microwave irradiation.
- Hamidian, Hooshang,Tikdari, Ahmad Momeni
-
-
- Synthesis and antibacterial activity of some imidazole-5-(4H)one derivatives
-
In the present study, several substituted oxazolones were synthesized by condensation of benzoylglycine with different aldehydes. From such oxazolones, substituted imidazolones were synthesized by condensation with ethylenediamine, urea and 4-N,N-dimethyl
- Saravanan, Sampath,Selvan, Perumal Senthamil,Gopal, Natesan,Gupta, Jayanta Kumar,De, Biplap
-
p. 488 - 492
(2007/10/03)
-
- Cycloaddition of 4,5-dihydrooxazol-5-one derivatives to 4-methylbenzene-1,2-dithiol
-
Reactions of 4,5-dihydrooxazol-5-one derivatives with 4-methylbenzene-1,2- dithiol in the presence of triethylamine includes nucleophilic attack by the thiol group on the carbonyl carbon atom in the oxazole ring, followed by opening of the latter and recy
- Tikdari,Fozooni,Vazee,Hamidian
-
p. 1046 - 1049
(2007/10/03)
-
- 5(4H)-oxazolones. Part XIII. A new synthesis of 4-ylidene-5(4H)- oxazolones by the Stille reaction
-
4-Chloromethylene-2-phenyl-5(4H)-oxazolone 1 was used as the starting material for the preparation of a series of 4-ylideneoxazolones 3 by the Stille reaction. When compound 1 was reacted with organostannanes 2 in the presence of the palladium catalyst, o
- Beccalli, Egle Maria,Clerici, Francesca,Gelmi, Maria Luisa
-
p. 781 - 786
(2007/10/03)
-
- A Facile Preparation of 4-Arylidene-4,5dihydrooxazol-5-ones using Zeolite as a Cyclodehydrating Agent
-
An efficient new method for the azlactonisation of acylamino acids using zeolite under mild conditions is described; the method is fairly general as well as providing high yields.
- Boruah, Anima,Baruah, Partha P.,Sandhu, Jagir S.
-
p. 614 - 615
(2007/10/03)
-
- Novel Molecular Design for Second-Harmonic Generation: Azlactone Derivatives
-
Novel nonlinear optical materials, azlactone derivatives, have been intensively studied for second-harmonic generation (SHG).Some of these derivatives exhibit large powder SHG efficiency and sufficient transparency in the region of the second-harmonic of Nd:YAG laser radiation (0.532 μm).In particular, the SHG efficiency of 4-(4'-methoxybenzylidene)-2-phenyloxazolin-5-one (MBPO) is found to be about 17 times that of urea.Single crystals of MBPO were prepared by slow evaporation from an acetone solution.These crystals belong to the orthorhombic system with a space group symmetry P212121.The second-order molecular hyperpolarizability (β) value of MBPO was determined to be 24.5 x 1E-30 esu by electric field induced SHG (EFISH) and is nearly equal to the reported β value of 2-methyl-4-nitroaniline (MNA).A calculation of β using the CNDO/S-CI method identifies the HOMO-LUMO transition moment as the dominent contribution to β.Furthermore, the oriented gas model description shows that the β component is aligned to yield the near maximum value possible in an MBPO crystal.The estimated d14 value is 4.61 pm/V, which is on the same order as in potassium titanyl phosphate (KTP).
- Kitazawa, Manabu,Higuchi, Ryoichi,Takahashi, Mitsuo,Wada, Tatsuo,Sasabe, Hiroyuki
-
p. 14784 - 14792
(2007/10/02)
-
- IMINOPHOSPHORANE-MEDIATED SYNTHESIS OF 4-HETEROARYLMETHYLENE-2-ARYL-2-OXAZOLIN-5-ONES.
-
A number of 2-oxazolin-5-one derivatives have been prepared by reaction of iminophosphoranes 1 with aroyl chlorides.
- Molina, P.,Fresheda, P. M.,Hurtado, F.
-
p. 485 - 490
(2007/10/02)
-