Issue 34, 2024

Nickel-catalysed reductive C–N bond cross-coupling between aryl halides and N-chloroamides

Abstract

A method for the direct synthesis of N-aryl lactams and amides with aryl halides and N-chloroamides through a Ni-catalyzed reductive C–N coupling reaction has been developed. The reaction features the advantages of mild conditions, good functional group tolerance and broad substrate scope including drug-derived substrates, and also provided direct access to the key synthetic intermediates for some bioactive molecules, suggesting the practicability of this method. Finally, DFT calculations were performed to shed further light on the reaction mechanism and it was found that an amidyl radical might be involved.

Graphical abstract: Nickel-catalysed reductive C–N bond cross-coupling between aryl halides and N-chloroamides

Supplementary files

Article information

Article type
Communication
Submitted
08 Jun 2024
Accepted
06 Aug 2024
First published
06 Aug 2024

Org. Biomol. Chem., 2024,22, 6955-6959

Nickel-catalysed reductive C–N bond cross-coupling between aryl halides and N-chloroamides

Y. Luo, J. Yao, Y. He, C. Xu and D. Liu, Org. Biomol. Chem., 2024, 22, 6955 DOI: 10.1039/D4OB00970C

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