Tributylphosphine-catalyzed reaction of ethanethiol with alkynyl ketones

被引：7
|
作者：
Zhao, Shen [1 ]
Zhou, Qing Fa [1 ]
Liu, Jia Zhi [1 ]
Tang, Wei Fang [1 ]
Lu, Tao [1 ,2 ]
机构：
[1] China Pharmaceut Univ, Dept Organ Chem, Nanjing 210009, Peoples R China
[2] China Pharmaceut Univ, Key Lab Drug Qual Control & Pharmacovigilance, Minist Educ, Dept Organ Chem, Nanjing 210009, Peoples R China
来源：
CHINESE CHEMICAL LETTERS | 2011年 / 22卷 / 04期
基金：
中国国家自然科学基金;
关键词：
Tributylphosphine; Synthesis; Alkynyl ketones; Michael addition; Vinyl thioether; ELECTRON-DEFICIENT OLEFINS; STEREOSELECTIVE-SYNTHESIS; P-TOLUENESULFONYLACETYLENE; CONJUGATE ADDITION; PHOSPHINE; 2,3-BUTADIENOATES; CYCLOADDITION; 2-BUTYNOATES; SULFIDES; HALIDES;
D O I：
10.1016/j.cclet.2010.11.007
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A stereoselective and effective method for the synthesis of vinyl thioethers has been developed. This method is based on the Michael addition of ethanethiol to various alkynyl ketones using 10 mol% of tributylphosphine as catalyst. Most of alkynyl ketones react with ethanethiol in this system to yield mainly Z-isomer of vinyl thioether adducts, only in one case mainly E-isomer of vinyl thioether adducts was observed. (C) 2010 Qing Fa Zhou. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码：397 / 400
页数：4
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