Homogeneous and Stereoselective Copper(II)-Catalyzed Monohydration of Methylenemalononitriles to 2-Cyanoacrylamides
Xiaoqing Xin, Dexuan Xiang, Jiming Yang, Qian Zhang, Fenguo Zhou and Dewen Dong*
*Laboratory of Green Chemistry and Process, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022 Jilin, People's Republic of China, Email: dwdongciac.ac.cn
X. Xin, D. Xiang, J. Yang, Q. Zhang, F. Zhou, D. Dong, J. Org. Chem., 2013, 78, 11956-11961.
see article for more reactions
A facile and efficient route for the homogeneous and highly stereoselective monohydration of substituted methylenemalononitriles to (E)-2-cyanoacrylamides is catalyzed by copper(II) acetate in acetic acid containing 2% water. The protocol is suitable for the monohydration of dicyanobenzenes and 2-substituted malononitriles.
see article for more examples