Issue 32, 2023

Effect of ortho-substitution on persulfate-mediated decarboxylation and functionalization of arylacetic acids

Abstract

Persulfate-mediated decarboxylation of arylacetic acids is well-versed and a preferred choice for functionalization. However, certain substituted arylacetic acids do not follow the expected decarboxylation trend and may lead to other different functionalizations, which remain elusive in the literature. The effect of ortho-substitution on persulfate-mediated decarboxylation and functionalization of arylacetic acids forms the basis of this report, wherein the presence of different electron-withdrawing or electron-releasing groups exerts different effects on the fate as well as rate of decarboxylation. In so doing, the synthesis of ortho-hydroxy N-arylacetamides under persulfate-mediated one-pot conditions is developed.

Graphical abstract: Effect of ortho-substitution on persulfate-mediated decarboxylation and functionalization of arylacetic acids

Supplementary files

Article information

Article type
Paper
Submitted
16 Jun 2023
Accepted
13 Jul 2023
First published
13 Jul 2023

New J. Chem., 2023,47, 15137-15142

Effect of ortho-substitution on persulfate-mediated decarboxylation and functionalization of arylacetic acids

J. K. Laha, U. Gulati and Saima, New J. Chem., 2023, 47, 15137 DOI: 10.1039/D3NJ02776G

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