Metal-Free Intramolecular Carbocyanation of Activated Alkenes: Functionalized Nitriles Bearing β-Quaternary Carbon Centers

被引：25
|
作者：
Chen, Jianming [1 ]
Zou, Gongfeng [1 ]
Liao, Weiwei [1 ]
机构：
[1] Jilin Univ, Dept Organ Chem, Coll Chem, Changchun 130012, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 35期
关键词：
asymmetric synthesis; heterocycles; homogeneous catalysis; nitriles; synthetic methods; 3,3-DISUBSTITUTED OXINDOLES; CATALYZED CARBOCYANATION; ALLYLIC ALKYLATION; REISSERT COMPOUNDS; FACILE ACCESS; CONSTRUCTION; PALLADIUM; ACYLCYANATION; CYANATION; ALDEHYDES;
D O I：
10.1002/anie.201304102
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The CN shuffle: The described intramolecular alkenyl- and acylcyanation reaction of activated alkenes proceed by cleavage of a C-N bond. This protocol provides access to functionalized acyclic nitriles with quaternary carbon centers under neutral and mild reaction conditions, demonstrates broad scope, and good functional-group compatibility and versatility. Y=O or CHR4; R1,R4=electron-withdrawing group; TBACN= tetrabutylammonium cyanide. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：9296 / 9300
页数：5
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