4.7 Article

N-Heterocyclic Carbene-Catalyzed Oxidative Amidation of Aldehydes with Amines

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 6, Pages 1199-1203

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400739

Keywords

amides; N-heterocyclic carbenes; organic catalysis; oxidation; oxidative amidation

Funding

  1. DST, SERB, New Delhi [SB/FT/CS-108/2012]

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The N-heterocyclic carbene (NHC)-catalyzed oxidative amidation of aromatic aldehydes with amines in the presence of N-bromosuccinimide (NBS) as an oxidant has been developed for the synthesis of amides. This amidation strategy is tolerant to both the electronic and the steric nature of the aryl aldehydes employed. The present methodology was extended to chiral amino acid derivatives to generate the corresponding amides in good yields and excellent ee values (> 98%).

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