Indole Synthesis via Rhodium Catalyzed Oxidative Coupling of Acetanilides and Internal Alkynes

被引:659
作者
Stuart, David R. [1 ]
Bertrand-Laperle, Megan [1 ]
Burgess, Kevin M. N. [1 ]
Fagnou, Keith [1 ]
机构
[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON, Canada
关键词
D O I
10.1021/ja806955s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The oxidative synthesis of highly functionalized indoles from simple anilines and internal alkynes mediated by a rhodium(III) catalyst is described. Good yields are obtained for a variety of aniline substrates, and good regioselectivity is obtained for the more sterically accessible position when meta-substituted anilines are used. Symmetrical and unsymmetrical. alkynes react efficiently with high (> 40:1) C2/C3 regioselectivity when aryl/atkyl substituted alkynes are used.
引用
收藏
页码:16474 / +
页数:3
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