Copper-Catalyzed Aza-Michael Addition of Aromatic Amines or Aromatic Aza-Heterocycles to α,β-Unsaturated Olefins

被引:74
作者
Kim, Seongcheol [1 ]
Kang, Seongil [1 ]
Kim, Gihyeon [1 ]
Lee, Yunmi [1 ]
机构
[1] Kwangwoon Univ, Dept Chem, Seoul 01897, South Korea
基金
新加坡国家研究基金会;
关键词
ASYMMETRIC CONJUGATE ADDITION; BASIC IONIC LIQUID; SOLVENT-FREE; N-HETEROCYCLES; H BONDS; EFFICIENT; ALKENES; ACID; ORGANOCATALYST; HYDROAMINATION;
D O I
10.1021/acs.joc.6b00341
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient and mild Cu-catalyzed conjugate addition reaction of aromatic amines and aromatic aza-heterocycles to alpha,beta-unsaturated olefins is described. The transformation is promoted by 3-7 mol % of a Cu complex generated in situ from a mixture of inexpensive CuCl, a readily available phosphine or imidazolium salt, and KOt-Bu at ambient temperature. A wide range of beta-amino sulfone, beta-amino nitrile, and beta-amino carbonyl compounds is efficiently and selectively synthesized in high yields (62-99%).
引用
收藏
页码:4048 / 4057
页数:10
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