Palladium-Catalyzed Intermolecular Aerobic Oxidative Cyclization of 2-Ethynylanilines with Isocyanides: Regioselective Synthesis of 4-Halo-2-aminoquinolines

被引：89

作者：

Liu, Bifu ^{[1
]}

Gao, Hanling ^{[1
]}

Yu, Yue ^{[1
]}

Wu, Wanqing ^{[1
]}

Jiang, Huanfeng ^{[1
]}

机构：

[1] S China Univ Technol, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 20期

基金：

中国国家自然科学基金;

关键词：

TANDEM REACTION; MULTICOMPONENT REACTIONS; STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; FORMAL SYNTHESIS; O-AMINOPHENOLS; C-N; DERIVATIVES; ELECTROPHILE; ANNULATION;

D O I：

10.1021/jo401707j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A robust and regioselective palladium-catalyzed intermolecular aerobic oxidative cyclization of 2-ethynylanilines with isocyanides to the synthesis of 4-halo-2-aminoquinolines is reported herein. The procedure constructs various 4-halo-2-aminoquinolines with moderate to excellent yields (47-94%) and broad substrates scope. Furthermore, this process can be easily extended to synthesis of various 6H-indolo[2,3-b]quinolines via an intramolecular Buchwald-Hartwig cross-coupling reaction in two-step one-pot manner.

引用

页码：10319 / 10328

页数：10

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