15818-11-8Relevant academic research and scientific papers
Diastereoselective multicomponent synthesis of (4RS,6SR)-4,6-diaryl-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylates
Vereshchagin,Karpenko,Iliyasov,Elinson,Dorofeeva,Fakhrutdinov,Egorov
, p. 2049 - 2053 (2018)
Multicomponent reaction of benzylidenemalononitrile, 2-acetyl-3-arylacrylates, and aqueous ammonia in alcohols at room temperature proceeds stereoselectively to give (4RS,6SR)-4,6-diaryl-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylates in 55
Asymmetric Synthesis of Pentasubstituted Cyclohexanes through Diphenylprolinol Silyl Ether Mediated Domino Michael/Michael Reaction
Odoh, Amaechi Shedrack,Aidanp??, Louise,Umekubo, Nariyoshi,Matoba, Hiroaki,Mori, Naoki,Hayashi, Yujiro
supporting information, p. 6670 - 6673 (2021/12/31)
An asymmetric domino Michael/Michael reaction of α,β-unsaturated aldehydes 1 and α-acetyl-β-substituted-α,β-unsaturated esters 2 catalyzed by diphenylprolinol silyl ether was developed. This is a formal carbo [4+2] cycloaddition reaction affording penta-s
Design and synthesis of 4-alkyl-2-amino(acetamino)-6-aryl-1,3-thiazine derivatives as influenza neuraminidase inhibitors
Li, Wan,Xia, Lin,Hu, Aixi,Liu, Ailin,Peng, Junmei,Tan, Weiqing
, p. 635 - 644 (2013/09/24)
With a convenient and economical method, two series of 1,3-thiazine derivatives 1 and 2 were synthesized, and their neuraminidase (NA) inhibitory activities were evaluated. The pharmacological results showed that most of the compounds have potent NA inhibitory activity. Especially, 1g exhibited the best activity against influenza virus A (H1N1) NA (IC50 = 29.06 μg/mL), and its crystal structure was determined by single-crystal X-ray diffraction. The preliminary biological assay indicated that 1,3-thiazine could be used as a core structure to design novel influenza NA inhibitors. Two series of novel 1,3-thiazine analogs were synthesized and their neuraminidase (NA) inhibitory activities were evaluated. Most of the compounds have potent NA inhibitory activity. Compound 1g exhibited the best activity against influenza virus A (H1N1) NA with an IC50 of 29.06 μg/mL, and its crystal structure was determined by single-crystal X-ray diffraction.
A facile synthesis of trisubstituted alkenes from β-diketones and aldehydes with AlCl3 as catalyst
Li, Zheng-Nan,Chen, Xiao-Liang,Fu, Yu-Jie,Wang, Wei,Luo, Meng
experimental part, p. 25 - 35 (2012/05/20)
Preparation of trisubstituted alkenes from low-activity β-diketones and aldehydes with aluminum chloride as catalyst has been studied. The frequently used catalyst AlCl3 is used for the first time to promote this condensation. The procedure is a convenient, low toxicity, and highly efficient method for industrial synthesis of trisubstituted alkenes in high yield. Springer Science+Business Media B.V. 2011.
Complementary lipase-mediated desymmetrization processes of 3-Aryl-1,5-disubstituted fragments. enantiopure synthetic valuable carboxylic acid derivatives
Rios-Lombardia, Nicolas,Gotor-Fernandez, Vicente,Gotor, Vicente
experimental part, p. 811 - 819 (2011/04/23)
Desymmetrizaton enzymatic processes have been extensively studied searching for optimal methods of producing enantioenriched monoacetates from prochiral diols and diesters. AK lipase has been found as an excellent biocatalyst for the desymmetriaztion of a series of previously synthesized 3-arylpentane-1,5-diols derivatives. The access to (S)- or (R)-monoacetates in high optical purity (86-99% ee) has been possible by using acetylation or hydrolysis reactions, respectively, where the reaction parameters have been optimized in terms of source and amount of biocatalyst, temperature, solvent, and reaction time. The synthetic potential of enantiopure monoesters has been demonstrated by using these interesting chiral building blocks for the preparation of novel enantiopure carboxylic acid derivatives.
Synthesis of 4-aryl-3-methyl-6-oxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-5-carbonitrile via a one-pot, three-component reaction
Rahmati, Abbas
experimental part, p. 2967 - 2970 (2010/06/21)
A one-pot, three-component condensation reaction of an aldehyde, 3-amino-5-methylpyrazole and ethyl cyanoacetate in ethanol to give 4-aryl-3-methyl-6-oxo-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine-5-carbonitriles, in high yields, at reflux, using a catalytic amount of p-toluenesulfonic acid, is described.
Synthesis and biological evaluation of a novel series of 1,5-benzothiazepine derivatives as potential antimicrobial agents
Wang, Lanzhi,Zhang, Ping,Zhang, Xuemei,Zhang, Yonghong,Li, Yuan,Wang, Yongxiang
experimental part, p. 2815 - 2821 (2009/10/02)
Two series of novel 1,5-benzothiazepine derivatives (23 compounds) were efficiently synthesized and evaluated for antibacterial and antifungal activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compound 2e exhibited the greatest antimicrobial activity. Preliminary study of the structure-activity relationship revealed that substituents in phenyl rings had a great effect on the antimicrobial activity of these compounds.
Kinetics and mechanism of benzylamine additions to ethyl α-acetyl-β-phenylacrylates in acetonitrile
Oh, Hyuck Keun,Kim, In Kon,Sung, Dae Dong,Lee, Ikchoon
, p. 1213 - 1216 (2007/10/03)
Kinetic studies of the addition of benzylamines to a noncyclic dicarbonyl group activated olefin, ethyl α-acetyl-β-phenylacrylate (EAP), in acetonitrile at 25.0°C are reported. The rates are lower than those for the cyclic dicarbonyl group activated olefi
Aldol condensation of β-diketones and β -ketoesters with aldehydes catalyzed by samarium (III) iodide
Bao, Weiliang,Zhang, Yongmin,Wang, Jingang
, p. 3025 - 3028 (2007/10/03)
Catalyzed by SmI3 β-diketones and β-ketoesters condense with aldehydes to give benzylidene substituted β -diketones and β -ketoesters at room temperatures in fair yields. Copyright
The Complex Reaction of Acetohydrazides with Unsaturated Diketones: Alternative Cyclizations to 1,2-Diazepin-3-ones and Pyrazolopyridines
Alonso, Paloma,Martin-Leon, Nazario,Quinteiro, Margarita,Seoane, Carlos,Soto, Jose L.
, p. 841 - 846 (2007/10/02)
The reaction of 2-cyanoacetohydrazide (1) and 2-(ethoxycarbonyl)acetohydrazide (26) with unsaturated 1,3-diketones leading with moderate yields to 1,2-diazepinones (3, 23, 24) and pyrazolopyridines (5, 15, 20, 25) together with the corresponding acetohydrazones have been studied.The reaction course depends on the temperature and the relative reactivity of the carbonyl groups of the starting materials.When one of these carbonyl groups is less reactive (benzoyl or ethoxycarbonyl groups), the reaction does not yield diazepinones but only pyrazolopyridines and/or acetohydrazones.
