Synthesis of substituted carbazoles, indoles, and dibenzofurans by vinylic to aryl palladium migration

被引：86

作者：

Zhao, Jian ^{[1
]}

Larock, Richard C. ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 14期

关键词：

D O I：

10.1021/jo060727r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substituted carbazoles, indoles, and dibenzofurans are readily prepared in moderate to excellent yields by the palladium-catalyzed cross-coupling of alkynes and appropriately substituted aryl iodides. This process proceeds by carbopalladation of the alkyne, heteroatom-directed vinylic to aryl palladium migration, and ring closure via intramolecular arylation or a Mizoroki-Heck reaction. Results from the deuterium labeling experiments are consistent with the proposed mechanism.

引用

页码：5340 / 5348

页数：9

共 38 条

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[2]

BLACK DS, 1993, SYNLETT, P610

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