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

被引：339
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.
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页码：12084 / 12085
页数：2
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