4.8 Article

Nickel-Catalyzed Reductive Transamidation of Secondary Amides with Nitroarenes

Journal

ACS CATALYSIS
Volume 7, Issue 10, Pages 7092-7096

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.7b02859

Keywords

transamidation; nickel catalysis; reductive coupling; amide synthesis; nitroarenes

Funding

  1. EPFL
  2. NoNoMeCat Marie Sklodowska-Curie training network - European Union [675020-MSCA-ITN-2015-ETN]

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Transmidation is an attractive method for amide synthesis. However, transamidation of secondary amides is challenging. Here, we describe a reductive transamidation method that employs readily available nitro(hetero)arenes as the nitrogen sources, zinc or manganese as reductant, and simple nickel salt and ligand as a catalyst system. The scope of amides includes both alkyl and aryl secondary amides, with high functional group compatibility.

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