C-H bond functionalizations with palladium(II): intramolecular oxidative annulations of arenes

被引：119
|
作者：
Ferreira, Eric M. [1 ]
Zhang, Haiming [1 ]
Stoltz, Brian M. [1 ]
机构：
[1] CALTECH, Arnold & Mabel Beckman Labs Chem Synth, Div Chem & Chem Engn, Pasadena, CA 91125 USA
来源：
TETRAHEDRON | 2008年 / 64卷 / 26期
关键词：
D O I：
10.1016/j.tet.2008.01.052
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Oxidative annulations for the synthesis of carbocycles were developed using a catalytic palladium(II) system. Indoles with pendant olefin tethers were oxidatively cyclized to form annulated products. Electron-rich aromatic systems were also investigated, culminating in the synthesis of benzofurans and dihydrobenzofurans by a similar protocol. These reactions were demonstrated to proceed by an initial C-H bond functionalization event, followed by olefin insertion and beta-hydride elimination. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5987 / 6001
页数：15
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