Transition-Metal-Free Hydration of Nitriles Using Potassium tert-Butoxide under Anhydrous Conditions

被引:73
|
作者
Midya, Ganesh Chandra [1 ]
Kapat, Ajoy [1 ]
Maiti, Subhadip [1 ]
Dash, Jyotirmayee [1 ]
机构
[1] Indian Assoc Cultivat Sci, Dept Organ Chem, Kolkata 700032, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 08期
关键词
CATALYTIC HYDRATION; EFFICIENT HYDRATION; ALDOL REACTION; AMIDES; WATER; HYDROLYSIS; CONVERSION; ACTIVATION; RUTHENIUM; HYDROXIDE;
D O I
10.1021/jo502752u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Potassium tert-butoxide acts as a nucleophilic oxygen source during the hydration of nitriles to give the corresponding amides under anhydrous conditions. The reaction proceeds smoothly for a broad range of substrates under mild conditions, providing an efficient and economically affordable synthetic route to the amides in excellent yields. This protocol does not need any transition-metal catalyst or any special experimental setup and is easily scalable to bulk scale synthesis. A single-electron-transfer radical mechanism as well as an ionic mechanism have been proposed for the hydration process.
引用
收藏
页码:4148 / 4151
页数:4
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