Switching Selectivity in Copper-Catalyzed Transfer Hydrogenation of Nitriles to Primary Amine-Boranes and Secondary Amines under Mild Conditions

Hao Song, Yao Xiao, Zhuohua Zhang, Wanjin Xiong, Ren Wang, Liangcheng Guo and Taigang Zhou*

*College of Chemistry and Chemical Engineering, Southwest Petroleum University, Xindu Road 8, Chengdu, Sichuan 610500, PR China, Email: tgzhouswpu.edu.cn

H. Song, Y. Xiao, Z. Zhang, W. Xiong, R. Wang, L. Guo, T. Zhou, J. Org. Chem., 2022, 87, 790-800.

DOI: 10.1021/acs.joc.1c02413

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Abstract

The use of an oxazaborolidine-BH₃ complex enables a simple and efficient copper-catalyzed selective transfer hydrogenation of nitriles to primary amine-boranes and secondary amines in good yields. The selectivity control was achieved under mild conditions by switching the solvent and the copper catalysts.

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Key Words

borane complexes, benzylamines

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ID: J42-Y2022