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

Lisa CandishMatthias FreitagTobias GenschFrank Glorius
Published in: Chemical science (2017)
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.
Keyphrases
  • visible light
  • randomized controlled trial