Regio-selective synthesis of diversely substituted benzo[a] carbazoles through Rh(III)-catalyzed annulation of 2-arylindoles with α-diazo carbonyl compounds

被引：124

作者：

Li, Bin ^{[1
]}

Zhang, Beibei ^{[1
]}

Zhang, Xinying ^{[1
]}

Fan, Xuesen ^{[1
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Sch Environm,Key Lab Green Chem Media & React,Min, Xinxiang 453007, Henan, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2017年 / 53卷 / 07期

基金：

中国国家自然科学基金;

关键词：

C-H ACTIVATION; NAPHTHALENE AMINO ESTERS; MEDIATED CASCADE CYCLIZATION; DIAZOCARBONYL COMPOUNDS; ANTITUMOR AGENTS; COMPOUNDS ACCESS; DERIVATIVES; INDOLES; FUNCTIONALIZATION; BONDS;

D O I：

10.1039/c6cc08377c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel synthetic approach toward benzo[a] carbazoles or 6-amino benzo[a] carbazoles containing an unprotected NH unit through Rh(III)-catalyzed cascade reactions of 2-arylindoles or 2-arylindole-3-carbonitriles with alpha-diazo carbonyl compounds has been established. To our knowledge, this is the first example in which the NH unit of indole is used as a directing group for an intramolecular C(sp(2))-H bond functionalization to give benzo[a] carbazole derivatives. Notably, this method features easily obtainable substrates, good functional group tolerance, excellent regio-selectivity, and high atom-efficiency.

引用

页码：1297 / 1300

页数：4

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