Rhodium-Catalyzed 1,4-Addition of Arylboronic Acids to 3-Benzylidene-1H-pyrrolo[2,3-b]pyridin-2(3H)-one Derivatives

被引:9
作者
Croix, Cecile [1 ]
Prie, Gildas [1 ]
Chaulet, Charlotte [1 ]
Viaud-Massuard, Marie-Claude [1 ]
机构
[1] Univ Tours, GICC UMR 7292, Equipe Innovat Mol & Therapeut 4, Labex SYNORG,Fac Pharm, F-37200 Tours, France
关键词
ASYMMETRIC CONJUGATE ADDITION; MICHAEL-TYPE ADDITION; ALPHA; BETA-ETHYLENIC COMPOUNDS; ENANTIOSELECTIVE SYNTHESIS; ARYLATIVE CYCLIZATION; ALIPHATIC-AMINES; HIGH-PERFORMANCE; DIENE; LIGANDS; 7-AZAINDOLES;
D O I
10.1021/jo502784h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
7-Azaindoles are versatile building blocks, especially in medicinal chemistry, where they serve as bioisosteres of indoles or purines. Herein, we present a novel rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to 3-benzylidene-1H-pyrrolo[2,3-b]pyridin-2(3H)-ones, as these substrates are exocyclic methylene lactamyl Michael acceptors. Ten new original derivatives of 1H-pyrrolo[2,3-b]pyridin-2(3H)-one have been obtained.
引用
收藏
页码:3264 / 3269
页数:6
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