Facile Preparation of Indoles and 1,2-Benzothiazine 1,1-Dioxides: Nucleophilic Addition of Sulfonamides to Bromoacetylenes and Subsequent Palladium-Catalyzed Cyclization

被引：49

作者：

Yamagishi, Masahito ^{[1
]}

Nishigai, Ken ^{[1
]}

Ishii, Azusa ^{[1
]}

Hata, Takeshi ^{[1
]}

Urabe, Hirokazu ^{[1
]}

机构：

[1] Tokyo Inst Technol, Grad Sch Biosci & Biotechnol, Dept Biomol Engn, Midori Ku, Yokohama, Kanagawa 2268501, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 26期

关键词：

alkynes; cyclizations; indoles; nucleophilic addition; palladium; DIRECT ARYLATION; ALKYNES; DEPROTECTION; IMIDAZOLES; MECHANISM; ANILINES; BROMIDES; ACCESS;

D O I：

10.1002/anie.201201024

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Bromine as a double agent: The bromine atom in 1-bromo-1-alkynes works as an electron-withdrawing group to effect the nucleophilic addition of sulfonamides. It again plays a pivotal role in the palladium-catalyzed cyclization of the resultant (Z)-2-(sulfonylamino)-1-bromoalkenes into nitrogen heterocycles (see scheme). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：6471 / 6474

页数：4

共 3 条

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