Issue 39, 2013

Organocatalytic oxidation of aldehydes to mixed anhydrides

Abstract

TEMPO catalyzes the direct oxidation of aldehydes to mixed anhydrides in the presence of a carboxylic acid. The anhydrides can be converted in situ to esters, secondary, tertiary or Weinreb amides in high yield. Oxidation of the aldehyde directly to 2-propyl esters is also possible using only catalytic amounts of acid. The oxidation reactions are rapid and take place under mild conditions.

Graphical abstract: Organocatalytic oxidation of aldehydes to mixed anhydrides

Supplementary files

Article information

Article type
Communication
Submitted
19 Jul 2012
Accepted
29 Aug 2012
First published
31 Aug 2012

Chem. Commun., 2013,49, 4367-4369

Organocatalytic oxidation of aldehydes to mixed anhydrides

H. Toledo, E. Pisarevsky, A. Abramovich and A. M. Szpilman, Chem. Commun., 2013, 49, 4367 DOI: 10.1039/C2CC35220F

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