Homogeneous and Stereoselective Copper(II)-Catalyzed Monohydration of Methylenemalononitriles to 2-Cyanoacrylamides

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• 作者：Xiaoqing Xin ; Dexuan Xiang ; Jiming Yang ; Qian Zhang ; Fenguo Zhou ; Dewen Dong
• 刊名：Journal of Organic Chemistry
• 出版年：2013
• 出版时间：December 6, 2013
• 年：2013
• 卷：78
• 期：23
• 页码：11956-11961
• 全文大小：282K
• 年卷期：v.78,no.23(December 6, 2013)
• ISSN：1520-6904

文摘

A facile and efficient route for the homogeneous and highly stereoselective monohydration of substituted methylenemalononitriles to (E)-2-cyanoacrylamides catalyzed by copper(II) acetate monohydrate in acetic acid containing 2% water is described, and a mechanism is proposed. The protocol has proved to be suitable for the monohydration of dicyanobenzenes and 2-substituted malononitriles.