通过串联自由基反应合成（2-烷硫基噻唑啉-5-基）甲基十二烷酸酯。

Synthesis of (2-alkylthiothiazolin-5-yl)methyl dodecanoates via tandem radical reaction.

机构信息

State Key Laboratory of Chemical Resource Engineering and Department of Organic Chemistry, Faculty of Science, Beijing University of Chemical Technology, Beijing 100029, China.

出版信息

Org Biomol Chem. 2013 Sep 7;11(33):5481-90. doi: 10.1039/c3ob41229f.

DOI:10.1039/c3ob41229f

PMID:23857510

Abstract

A series of (2-alkylthiothiazolin-5-yl)methyl dodecanoates was synthesized from various alkyl N-allylcarbamodithioates and dilauroyl peroxide via a tandem radical hydrogen-abstraction-cyclization-substitution/combination reaction with a 5-exo-trig radical cyclization as a key step. The current route is the first, convenient, and efficient synthesis of (2-alkylthiothiazolin-5-yl)methanol derivatives.

摘要

一系列（2-烷基硫代噻唑啉-5-基）甲基十二烷酸酯是由各种烷基 N-烯丙基碳二亚胺和过氧化二异丙苯通过串联自由基氢提取-环化-取代/组合反应合成的，其中以 5-endo-trig 自由基环化为关键步骤。该路线是第一个方便、高效合成（2-烷基硫代噻唑啉-5-基）甲醇衍生物的方法。