化学
乙硫醇
位阻效应
芳基
酮
高氯酸盐
烷基
结合
烷烃
药物化学
有机化学
催化作用
硫醇
加成反应
锌
离子
数学分析
数学
作者
Asit K. Chakraborti,Sanjeev Garg,Raj Kumar
出处
期刊:Synlett
[Georg Thieme Verlag KG]
日期:2005-01-01
卷期号: (9): 1370-1374
被引量:5
标识
DOI:10.1055/s-2005-868480
摘要
Zn(II) perchlorate hexahydrate has been found to be a new and efficient catalyst for conjugate addition of thiols to α,β-unsaturated ketones under solvent-free conditions at room temperature. The reaction of aryl, arylalkyl and alkyl thiols with cyclic and acyclic α,β-unsaturated ketones takes place affording excellent yields after five minutes to six hours. The compatibility of Zn(ClO4)2·6H2O with different solvents provides a means to carry out the reaction under versatile experimental conditions. The rate of thiol addition was dependent on the electronic and steric factors of the enones and the thiols. The substituent at the β-carbon of the α,β-unsaturated ketone substrate caused steric hindrance during conjugate addition and required longer reaction times. The rate of reaction for alkane thiols e.g. ethanethiol was sluggish compared to that of aryl thiols.
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