Catalyst-free three-component synthesis of highly functionalized 2,3-dihydropyrroles

被引:8
|
作者
Wang, Dong [1 ]
Li, Linna [1 ]
Feng, Hairong [1 ]
Sun, Hua [1 ]
Almeida-Veloso, Fabrice [2 ]
Charavin, Marine [2 ]
Yu, Peng [1 ]
Desaubry, Laurent [1 ,2 ,3 ]
机构
[1] Tianjin Univ Sci & Technol, Sino French Joint Lab Food Nutr Safety & Med Chem, China Int Sci & Technol Cooperat Base Food Nutr S, Coll Biotechnol, Tianjin 300457, Peoples R China
[2] Univ Strasbourg, Lab Therapeut Innovat UMR 7200, Fac Pharm, CNRS, F-67400 Illkirch Graffenstaden, France
[3] Sorbonne Univ, Lab Biomol UMR7203, CNRS, 4 Pl Jussieu, F-75005 Paris, France
基金
中国国家自然科学基金;
关键词
TETRACYCLIC OXINDOLE DERIVATIVES; ALPHA-GLUCOSIDASE INHIBITORS; MULTICOMPONENT REACTIONS; DRUG DISCOVERY; ENANTIOSELECTIVE SYNTHESIS; EMERGING CHEMISTRY; AZOMETHINE YLIDES; CONSTRUCTION; SCAFFOLD; TETRAHYDROQUINOLINES;
D O I
10.1039/c8gc00987b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient synthesis of fully substituted 2,3-dihydropyrroles has been achieved in one step through the three-component reaction of amines, aromatic aldehydes and a-ketoamides. This atom-economical and catalyst-free reaction is highly stereoselective and generates underexplored heterocycles in a single step. These compounds were examined in an enzymatic assay that led to the identification of potent a-glucosidase inhibitors, thereby demonstrating the utility of this novel methodology in medicinal chemistry.
引用
收藏
页码:2775 / 2780
页数:6
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