Synthesis of substituted oxindoles from α-chloroacetanilides via palladium-catalyzed C-H functionalization

被引：334

作者：

Hennessy, EJ ^{[1
]}

Buchwald, SL ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2003年 / 125卷 / 40期

关键词：

D O I：

10.1021/ja037546g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel method for the synthesis of oxindoles is described. In the presence of catalytic palladium acetate and 2-(di-tert-butylphosphino)biphenyl, α-chloroacetanilides are converted to oxindoles in good to excellent yields with high functional group compatibility using triethylamine as a stoichiometric base. The cyclization is highly regioselective, obviating the need for prefunctionalized arenes. Plausible mechanistic pathways for the reaction are discussed. Copyright © 2003 American Chemical Society.

引用

页码：12084 / 12085

页数：2

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