Metal-Free Synthesis of 2-Substituted (N, O, C) Benzothiazoles via an Intramolecular C-S Bond Formation

被引：67

作者：

Feng, Enguang ^{[1
]}

Huang, He ^{[1
]}

Zhou, Yu ^{[1
]}

Ye, Deju ^{[1
]}

Jiang, Hualiang ^{[1
]}

Liu, Hong ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, Ctr Drug Discovery & Design, State Key Lab Drug Res,Shanghai Inst Biol Sci, Shanghai 201203, Peoples R China

来源：

JOURNAL OF COMBINATORIAL CHEMISTRY | 2010年 / 12卷 / 04期

基金：

中国国家自然科学基金;

关键词：

CANNABINOID RECEPTOR AGONISTS; CROSS-COUPLING REACTIONS; ARYL IODIDES; LIGAND-FREE; ORGANOSULFUR CHEMISTRY; CONVENIENT SYNTHESIS; PARALLEL SYNTHESIS; PART; PALLADIUM; THIOLS;

D O I：

10.1021/cc9001839

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient, economical, and convenient method was developed for the preparation of 2-substituted (N, O, C) benzothiazoles from N'-substituted-N-(2-halophenyl)thioureas, O'-substituted-N-(2-halophenyl) carbamothioates, or N-(2-halophenyl) thioamides via a base-promoted cyclization in dioxane without any transition metal. A one-pot variant combining the synthesis of the thiourea and the cyclization was also demonstrated. High yields were obtained, and a variety of functional groups were tolerated under these conditions. Transition-metal-free, mild reactive conditions, wide application scope, and shorter reaction times make this method superior to the reported methods for the synthesis of 2-substituted benzothiazoles and suitable for combinatorial form at.

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收藏

页码：422 / 429

页数：8

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