Pd-Catalyzed Regioselective Direct Double C-H Arylation of 6,7-Benzindoles

被引:8
|
作者
Li, Ping-Gui [1 ,2 ]
Yang, Youqing [1 ]
Zhu, Shuai [2 ]
Li, Hong-Xi [2 ]
Zou, Liang-Hua [2 ]
机构
[1] Nanjing Univ, State Key Lab Coordinat Chem & Chem Engn, Xianlin Ave 163, Nanjing 210093, Jiangsu, Peoples R China
[2] Jiangnan Univ, Sch Pharmaceut Sci, Lihu Ave 1800, Wuxi 214122, Peoples R China
关键词
6,7-Benzindole; Diarylation; C-C coupling; C-H activation; Palladium; N-PIVALOYLINDOLES; INDOLES; FUNCTIONALIZATION; MILD; FORMYLATION; OLEFINATION; ACTIVATION; ALKYLATION; CYANATION; ACCESS;
D O I
10.1002/ejoc.201801473
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A palladium-catalyzed protocol for the first direct diarylation of 6,7-benzindoles with aryl iodides at the C4 and C5 positions was developed. The key to this strategy was the employment of pivaloyl as the directing group at the C3 position and the blocking effect at the C6 and C7 positions. The reaction proceeded very well, providing a series of diarylated 6,7-benzindoles without prefunctionalization at the reactive sites. Several examples on the unexpected monoarylation of 6,7-benzindoles at the C5 position were also presented.
引用
收藏
页码:73 / 76
页数:4
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