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Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system

Abstract

The smooth oxidative radical decarboxylation of carboxylic acids with TEMPO and other derivatives as radical scavengers is reported. The key to success was the use of a two-phase solvent system to avoid otherwise predominant side reactions such as the oxidation of TEMPO by persulfate. and enabled the selective formation of synthetically useful alkoxyamines. The method does not require transition metals and was successfully used in a new synthetic approach for the antidepressant indatraline.

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Article information


Submitted
26 Aug 2020
Accepted
05 Oct 2020
First published
13 Oct 2020

Org. Biomol. Chem., 2020, Accepted Manuscript
Article type
Paper

Metal free decarboxylative aminoxylation of carboxylic acids using a biphasic solvent system

A. Kirschning and G. Schulz, Org. Biomol. Chem., 2020, Accepted Manuscript , DOI: 10.1039/D0OB01773F

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