Organocatalytic oxidation of aldehydes to mixed anhydrides

Hila Toledo; Evgeni Pisarevsky; Adi Abramovich; Alex M. Szpilman

doi:10.1039/c2cc35220f

Organocatalytic oxidation of aldehydes to mixed anhydrides

Hila Toledo, Evgeni Pisarevsky, Adi Abramovich, Alex M. Szpilman

Research output: Contribution to journal › Article › peer-review

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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.

Original language	English
Pages (from-to)	4367-4369
Number of pages	3
Journal	Chemical Communications
Volume	49
Issue number	39
DOIs	https://doi.org/10.1039/c2cc35220f
State	Published - 18 Apr 2013
Externally published	Yes

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AU - Pisarevsky, Evgeni

AU - Abramovich, Adi

AU - Szpilman, Alex M.

PY - 2013/4/18

Y1 - 2013/4/18

N2 - 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.

AB - 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.

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Organocatalytic oxidation of aldehydes to mixed anhydrides

Abstract

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