Hydrocyanative Cyclization and Three-Component Cross-Coupling Reaction between Allenes and Alkynes under Nickel Catalysis

被引：50
作者：
Arai, Shigeru [1 ]
Amako, Yuka [1 ]
Yang, Xiaofei [1 ]
Nishida, Atsushi [1 ]
机构：
[1] Chiba Univ, Grad Sch Pharmaceut Sci, Chuo Ku, Chiba 2608675, Japan
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 31期
关键词：
alkynes; cross-coupling; cyanides; cyclization; nitrogen heterocycles; AEROBIC CONDITIONS; 4+2 CYCLOADDITION; TERMINAL ALLENES; HYDROGEN-CYANIDE; BOND ACTIVATION; ARYL ALDEHYDES; CYANOPALLADATION; VINYLARENES; REAGENTS; SILANES;
D O I：
10.1002/anie.201303883
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Packed with functionality: The key step in the title reactions with acetone cyanohydrin is a regioselective hydronickelation of allenes. Subsequent carbometalation of the alkyne followed by reductive elimination gave cyano-functionalized tetrasubstituted alkenes in a regio- and stereoselective manner (see scheme; EWG=electron-withdrawing group, Ts=p-toluenesulfonyl). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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收藏
页码：8147 / 8150
页数：4
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