Palladium-Catalyzed Annulation of Diarylamines with Olefins through C-H Activation: Direct Access to N-Arylindoles

被引：104

作者：

Sharma, Upendra ^{[1
]}

Kancherla, Rajesh ^{[1
]}

Naveen, Togati ^{[1
]}

Agasti, Soumitra ^{[1
]}

Maiti, Debabrata ^{[1
]}

机构：

[1] Indian Inst Technol Bombay Powai, Dept Chem, Bombay 400076, Maharashtra, India

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 44期

关键词：

C-H activation; cyclization; indoles; palladium; reaction mechanisms; FISCHER INDOLE SYNTHESIS; AROMATIC SUBSTITUTION; INTERNAL ALKYNES; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE NITRATION; BOND FUNCTIONALIZATIONS; OXIDATIVE CYCLIZATION; CRYSTAL-STRUCTURE; DOMINO SYNTHESIS; COPPER CATALYST;

D O I：

10.1002/anie.201406284

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A palladium-catalyzed dehydrogenative coupling between diarylamines and olefins has been discovered for the synthesis of substituted indoles. This intermolecular annulation approach incorporates readily available olefins for the first time and obviates the need of any additional directing group. An ortho palladation, olefin coordination, and beta-migratory insertion sequence has been proposed for the generation of olefinated intermediate, which is found to produce the expected indole moiety.

引用

页码：11895 / 11899

页数：5

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