Green protocol for conjugate addition of Thiols to α,β-Unsaturated ketones using a [Bmim]PF6/H2O system

被引:159
|
作者
Yadav, JS [1 ]
Reddy, BVS [1 ]
Baishya, G [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 18期
关键词
D O I
10.1021/jo034335l
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha,beta-Unsaturated ketones undergo conjugate addition rapidly with thiols in a hydrophobic ionic liquid [bmim]PF6/H2O solvent system (2:1) in the absence of any acid catalyst to afford the corresponding Michael adducts in high to quantitative yields with excellent 1,4-selectivity under mild and neutral conditions. The enones show enhanced reactivity in ionic liquids, thereby reducing reaction times and improving the yields significantly. The use of ionic liquids helps to avoid the use of either acid or base catalysts for this conversion. The recovered ionic liquid was reused four to five times with consistent activity.
引用
收藏
页码:7098 / 7100
页数:3
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