Palladium-Catalyzed Regioselective Oxidative Coupling of Indoles and One-Pot Synthesis of Acetoxylated Biindolyls

被引:151
|
作者
Liang, Zuijun [1 ]
Zhao, Jinlong [1 ]
Zhang, Yuhong [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 01期
关键词
DIRECT C-2 ARYLATION; H BOND ARYLATION; DIRECT FUNCTIONALIZATION; ROOM-TEMPERATURE; ARYL BROMIDES; C-O; ACTIVATION; ALDEHYDES; ACID; ALKENYLATION;
D O I
10.1021/jo902265s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Mild conditions have been developed to achieve Pd-catalyzed homocoupling of indoles with excellent regioselectivity in the presence of Cu(OAc)(2)center dot H2O in DMSO at room temperature in high efficiency. This method provides a simple route to 2,3-biindolyls from the electron-rich to moderately electron-poor indoles. The reaction tolerates the bromide substitLient on indoles. In addition, a one-pot approach to C3-position acetoxylated biindolyls is realized via palladium catalysis by the use of AgOAc under oxygen atmosphere as oxidants.
引用
收藏
页码:170 / 177
页数:8
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