Copper-Catalyzed 1,2-Aminocyanation of Unactivated Alkenes via Cyano Migration

被引:30
作者
Kwon, Yungeun [1 ]
Wang, Qiu [1 ]
机构
[1] Duke Univ, Dept Chem, Durham, NC 27708 USA
基金
美国国家卫生研究院;
关键词
INTRAMOLECULAR AMINOCYANATION; DIAMINATION; PALLADIUM; AMINOHYDROXYLATION; TRANSFORMATION; OLEFINS;
D O I
10.1021/acs.orglett.0c01217
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-catalyzed aminocyanation of alkenes has been achieved through distal cyano migration using O-benzoylhydroxylamines and N-fluorobenzenesulfonimides. This method offers a rapid approach to generate diverse beta-amino and beta-sulfonimido nitriles. These reactions feature mild conditions, tolerance of sensitive functional groups, and excellent regioselectivity. Mechanistic studies suggest that these transformations are initiated by a copper-catalyzed amination step followed by a cyano migration step.
引用
收藏
页码:4141 / 4145
页数:5
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