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

被引：82

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

页码：4148 / 4151

页数：4

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