Copper(II)-catalyzed hydration of nitriles with the aid of acetaldoxime

被引:32
|
作者
Ma, Xiao-Yun [1 ]
He, Ying [1 ]
Hu, Yu-Lin [1 ]
Lu, Ming [1 ]
机构
[1] Nanjing Univ Sci & Technol, Chem Engn Coll, Nanjing 210094, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
Hydration; Nitriles; Amides; Copper oxide; Acetaldoxime; HYDROLYSIS; AMIDES;
D O I
10.1016/j.tetlet.2011.11.075
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method for the selective hydration of nitrile to amide by employing inexpensive copper salt catalyst and commercially available acetaldoxime in environmentally friendly water is described. Under this protocol, nitriles including aromatic nitriles, heterocyclic nitriles and aliphatic nitriles were converted into the corresponding amides in good to excellent yields. (C) 2011 Elsevier Ltd. All rights reserved.
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页码:449 / 452
页数:4
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