4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 18, Pages 2273-2276

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cc07743g

Keywords

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Funding

  1. National Natural Science Foundations of China [21773210, 21972125, 21776260]
  2. Fundamental Research Funds for the Provincial University of Zhejiang [RF-B2019005]

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A nickel-catalyzed reductive decyanation of aromatic nitriles was developed using ethanol as the hydride donor. Various functional groups on the aromatic rings, including alkoxyl, amino, imino, and amide, were compatible in this catalytic protocol. Mechanistic investigation revealed that ethanol efficiently provided hydride via beta-hydride elimination in this reductive decyanation process.
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 beta-hydride elimination in this reductive decyanation.

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