Hydrocarbamoylation of Unsaturated Bonds by Nickel/Lewis-Acid Catalysis

被引:146
作者
Nakao, Yoshiaki [1 ]
Idei, Hiroaki [1 ]
Kanyiva, Kyalo Stephen [1 ]
Hiyama, Tamejiro [1 ]
机构
[1] Kyoto Univ, Grad Sch Engn, Dept Chem Mat, Kyoto 6158510, Japan
关键词
CARBON-MONOXIDE; ALKYNES; ACTIVATION; ALKENES; ARYL; AMINOCARBONYLATION; HYDROAMIDATION; ALKENYLATION; AMIDATION; OLEFINS;
D O I
10.1021/ja901153s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Formamides are found to undergo addition reactions across alkynes and 1,3-dienes by nickel/Lewis acid catalysis to give a variety of alpha,beta- and beta,gamma-unsaturated amides with stereo- and regioselectivity. Intramolecular insertion reactions of olefins into the C-H bonds of formamides also proceed under similar conditions. The presence of Lewis acid cocatatysts is crucial, and formamide coordination to the Lewis acid is considered to be responsible for the activation of their formyl C-H bonds probably through oxidative addition to nickel(0).
引用
收藏
页码:5070 / +
页数:3
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