Issue 54, 2014

N-heterocyclic carbene-catalyzed oxidation of aldehydes for the synthesis of amides via phenolic esters

Abstract

N-heterocyclic carbene-catalyzed oxidation using TEMPO is reported for the conversion of aldehydes to amides. A wide range of amides were synthesized in good yields (up to 72%) via a one-pot, sequential protocol involving oxidative esterification of aldehydes and subsequent aminolysis. To promote efficient aminolysis, various alkoxide leaving groups were evaluated.

Graphical abstract: N-heterocyclic carbene-catalyzed oxidation of aldehydes for the synthesis of amides via phenolic esters

Supplementary files

Article information

Article type
Communication
Submitted
02 May 2014
Accepted
17 Jun 2014
First published
17 Jun 2014

RSC Adv., 2014,4, 28225-28228

Author version available

N-heterocyclic carbene-catalyzed oxidation of aldehydes for the synthesis of amides via phenolic esters

M. Ji, S. Lim and H. Jang, RSC Adv., 2014, 4, 28225 DOI: 10.1039/C4RA04012K

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