Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant

Ke Wu; Yichen Ling; Nan Sun; Baoxiang Hu; Zhenlu Shen; Liqun Jin; Xinquan Hu

doi:10.1039/D0CC07743G

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Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant†

Ke Wu,^a Yichen Ling,^a Nan Sun,

^a Baoxiang Hu,^a Zhenlu Shen,

^a Liqun Jin

*^ab and Xinquan Hu

*^ab

Author affiliations

* Corresponding authors

^a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, P. R. China

^b State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, The Chinese Academy of Sciences, Lanzhou 730000, P. R. China
E-mail: liqunjin@zjut.edu.cn, xinquan@zjut.edu.cn

Abstract

A nickel-catalyzed reductive decyanation of aromatic nitriles has been developed, in which the readily available and abundant ethanol was applied as the hydride donor. Various functional groups on the aromatic rings, such as alkoxyl, amino, imino and amide, were compatible in this catalytic protocol. Heteroaryl, benzylic and alkenyl nitriles were also tolerated. Mechanistic investigation indicated that ethanol provided hydride efficiently via β-hydride elimination in this reductive decyanation.

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DOI: https://doi.org/10.1039/D0CC07743G
Article type: Communication
Submitted: 26 Nov 2020
Accepted: 22 Jan 2021
First published: 23 Jan 2021

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Chem. Commun., 2021,57, 2273-2276

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Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant

K. Wu, Y. Ling, N. Sun, B. Hu, Z. Shen, L. Jin and X. Hu, Chem. Commun., 2021, 57, 2273 DOI: 10.1039/D0CC07743G

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Chemical Communications

Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant†

Abstract

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Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant

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