Isoquinoline Synthesis via Rhodium-Catalyzed Oxidative Cross-Coupling/Cyclization of Aryl Aldimines and Alkynes

被引:410
作者
Guimond, Nicolas [1 ]
Fagnou, Keith [1 ]
机构
[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
C-H ACTIVATION; POMERANZ-FRITSCH REACTION; INTERNAL ALKYNES; ELECTROPHILIC CYCLIZATION; TERMINAL ACETYLENES; PYRIDINES; IMINES; IMINOANNULATION; DERIVATIVES; CLEAVAGE;
D O I
10.1021/ja904380q
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general. rhodium-catalyzed oxidative coupling reaction between internal alkynes and aryl aldimines is described. This process affords 3,4-disubstituted isoquinolines in good yield and high regioselectivity. Preliminary mechanistic studies suggest that the C-N bond formation arises from the reductive elimination of a rhodium(III) species.
引用
收藏
页码:12050 / +
页数:4
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