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

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posted on 2013-12-06, 00:00 authored by Xiaoqing Xin, Dexuan Xiang, Jiming Yang, Qian Zhang, Fenguo Zhou, Dewen Dong
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.

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