Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals.

ABSTRACT: Herein we present the first example of aryl radical formation via the visible light-mediated decarboxylation of aryl carboxylic acids using photoredox catalysis. This method constitutes a mild protocol for the decarboxylation of cheap and abundant aryl carboxylic acids and tolerates both electron-rich substrates and those lacking ortho-substitution. The in situ formation of an acyl hypobromite is proposed to prevent unproductive hydrogen atom abstraction and trapping of the intermediate aroyloxy radical, enabling mild decarboxylation.

SUBMITTER: Candish L 

PROVIDER: S-EPMC5437376 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature