Organocatalytic oxidation of aldehydes to mixed anhydrides

Chem Commun (Camb). 2013 May 14;49(39):4367-9. doi: 10.1039/c2cc35220f. Epub 2012 Sep 11.

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.