文献类型：期刊文献

英文题名：A novel metal-free synthesis of thiazole-substituted α-hydroxy carbonyl compounds and 2-alkenylthiazoles from thiazole N-oxides and olefins

作者：Li, Hui[1];Zhang, Juan[1];Zhang, Yanqiu[1];Wang, Jiayi[1];Song, Gonghua[1]

机构：[1]East China Univ Sci & Technol, Sch Pharm, Shanghai Key Lab Chem Biol, Shanghai 200237, Peoples R China

年份：2019

卷号：60

期号：51

外文期刊名：TETRAHEDRON LETTERS

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000502890400001)，CCR-EXPANDED(收录号:WOS:000502890400001)】；

基金：Financial support for this study from the National Key Research and Development Plan (Grant No. 2017YFD0200504) and the National Natural Science Foundation of China (Grant No. 21572060) is gratefully acknowledged.

语种：英文

外文关键词：Metal-free; Thiazole N-oxide; 1, 3-Dipolar cycloaddition; Thiazole-substituted alpha-hydroxy carbonyl

摘要：A metal-free and highly atom-economic synthesis of thiazole-substituted alpha-hydroxy carbonyl compounds has been developed. Catalyzed by 5 mol% of p-toluenesulfonic acid (TsOH), a variety of thiazole-substituted alpha-hydroxy carbonyl compounds were obtained in moderate to good yields via 1,3-dipolar cycloaddition of thiazole N-oxides with olefins, followed by a ring-opening reaction. Furthermore, the corresponding 2-alkenylthiazoles could be produced in excellent yields from synthesized alpha-hydroxy carbonyl compounds through a one-pot, two-step dehydration process. (C) 2019 Elsevier Ltd. All rights reserved.