4.8 Article

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

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 142, Issue 1, Pages 44-49

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.9b10825

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Funding

  1. National Institute of General Medical Sciences [R35 GM131708]
  2. NSF
  3. Graduate School

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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.

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