Aerobic Copper-Mediated Domino Three-Component Approach to 2-Aminobenzothiazole Derivatives

被引：31

作者：

Castanheiro, Thomas ^{[1
]}

Suffert, Jean ^{[1
]}

Gulea, Mihaela ^{[1
]}

Donnard, Morgan ^{[1
]}

机构：

[1] Univ Strasbourg, CNRS, Fac Pharm, Lab Innovat Therapeut,UMR 7200, 74 Route Rhin, F-67401 Illkirch Graffenstaden, France

来源：

ORGANIC LETTERS | 2016年 / 18卷 / 11期

关键词：

MULTICOMPONENT REACTIONS; CATALYZED SYNTHESIS; CHEMISTRY; HETEROCYCLES; TETRAMETHYLETHYLENEDIAMINE; THIOCYANATES; DIVERSITY; CLEAVAGE; DESIGN; ACIDS;

D O I：

10.1021/acs.orglett.6b00967

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented three-component reaction involving a 2,2', diaminodiaryl disulfide, copper cyanide, and-an electrophile is described. This transformation is based on an oxidative copper-mediated S-cyanation as a key step and involves a cyanation/cyclization/acylation domino sequence enabling a rapid and efficient synthesis of diversely substituted 2-aminobenzothiazole derivativs. Notably, this reaction proceeds-via an original mechanism involving an intermolecular migration of the acyl group.

引用

页码：2588 / 2591

页数：4

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