A one-step, multi-component reaction for the synthesis of fully substituted 5-amino-4-carboxamidthiazoles

被引：22

作者：

Childers, Kaleen K. ^{[1
]}

Haidle, Andrew M. ^{[1
]}

Machacek, Michelle R. ^{[1
]}

Rogers, J. Patrick ^{[1
]}

Romeo, Eric ^{[1
]}

机构：

[1] Merck Res Labs, Dept Chem, Boston, MA 02115 USA

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 20期

关键词：

Thiazole; Gewald reaction; Multi-component reaction; 2-AMINOTHIOPHENES;

D O I：

10.1016/j.tetlet.2013.03.014

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel multi-component reaction has been developed for the synthesis of fully substituted 5-amino-4-carboxamidthiazoles. Condensation of an aldehyde with commercially available 2-amino-2-cyanoacetamide in the presence of elemental sulfur and base affords these heterocycles in a one-pot reaction sequence. A variety of aryl, heteroaryl, and aliphatic aldehydes were successfully utilized, thus providing rapid access to functionalized thiazoles that are valuable intermediates in the synthesis of pharmacologically active compounds. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：2506 / 2510

页数：5

共 9 条

[1] STUDIES IN THE AZOLE SERIES .17. THE PREPARATION AND CYCLISATION REACTIONS OF AMINOCYANOACETAMIDE [J].