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Issue 16, 2012

Selective deuteration of (hetero)aromatic compounds via deutero-decarboxylation of carboxylic acids

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Abstract

A practical, mild and highly selective protocol for the monodeuteration of a variety of arenes and heteroarenes is presented. Catalytic amounts of Ag(I) salts in DMSO/D2O are shown to facilitate the deutero-decarboxylation of ortho-substituted benzoic and heteroaromatic α-carboxylic acids in high yields with excellent levels of deuterium incorporation.

Graphical abstract: Selective deuteration of (hetero)aromatic compounds via deutero-decarboxylation of carboxylic acids

Supplementary files

Article information


Submitted
19 Jan 2012
Accepted
01 Mar 2012
First published
05 Mar 2012

Org. Biomol. Chem., 2012,10, 3172-3174
Article type
Communication

Selective deuteration of (hetero)aromatic compounds via deutero-decarboxylation of carboxylic acids

R. Grainger, A. Nikmal, J. Cornella and I. Larrosa, Org. Biomol. Chem., 2012, 10, 3172 DOI: 10.1039/C2OB25157D

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