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Direct Decarboxylative Functionalization of Carboxylic Acids via O-H Hydrogen Atom Transfer.

ABSTRACT: Decarboxylative functionalization via hydrogen atom transfer offers an attractive alternative to standard redox approaches to this important class of transformations. Herein, we report a direct decarboxylative functionalization of aliphatic carboxylic acids using N-xanthylamides. The unique reactivity of amidyl radicals in hydrogen atom transfer enables decarboxylative xanthylation under redox-neutral conditions. This platform provides expedient access to a range of derivatives through subsequent elaboration of the xanthate group.

SUBMITTER: Na CG

PROVIDER: S-EPMC7147874 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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Direct Decarboxylative Functionalization of Carboxylic Acids via O-H Hydrogen Atom Transfer.

Na Christina G CG Ravelli Davide D Alexanian Erik J EJ

Journal of the American Chemical Society 20191226 1

Decarboxylative functionalization via hydrogen atom transfer offers an attractive alternative to standard redox approaches to this important class of transformations. Herein, we report a direct decarboxylative functionalization of aliphatic carboxylic acids using <i>N</i>-xanthylamides. The unique reactivity of amidyl radicals in hydrogen atom transfer enables decarboxylative xanthylation under redox-neutral conditions. This platform provides expedient access to a range of derivatives through su ...[more]

PMID: 31877036

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