布朗斯特酸催化炔丙醇与硫代酰胺的环化反应。二取代和三取代噻唑的简便合成。
Brønsted acid catalyzed cyclization of propargylic alcohols with thioamides. Facile synthesis of di- and trisubstituted thiazoles.
机构信息
Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637616, Singapore.
出版信息
J Org Chem. 2010 Sep 17;75(18):6290-3. doi: 10.1021/jo101292r.
PMID:20795628
Abstract
A general and efficient method to prepare 2,4-di- and trisubstituted thiazoles via p-TsOH·H(2)O-catalyzed cyclization of trisubstituted propargylic alcohols with thioamides is described. The reaction was accomplished in moderate to excellent product yields under mild conditions that did not require the exclusion of air and moisture and offers an operationally simplistic and convenient route to this synthetically useful aromatic heterocycle.
摘要
一种通过 p-TsOH·H(2)O 催化三取代炔丙醇与硫代酰胺的环化反应来制备 2,4-二取代和三取代噻唑的通用且有效的方法。该反应在温和条件下以中等至优秀的产率完成，不需要排除空气和水分，为这种合成有用的芳香杂环提供了一种操作简单方便的路线。
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