4.6 Article

A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 15, Issue 45, Pages 9680-9684

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob02579c

Keywords

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Funding

  1. Ministerio de Economia y Competitividad [MAT2016-78625-C2-2-P, MAT2015-71727-R]
  2. Universidad de Alicante [VIGROB-173]
  3. Instituto de Sintesis Organica (ISO)

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We report on the use of visible light photoredox catalysis for the radical Smiles rearrangement of 2-aryloxybenzoic acids to obtain aryl salicylates. The method is free of noble metals and operationally simple and the reaction can be run under mild batch or flow conditions. Being a redox neutral process, no stoichiometric oxidants or reductants are needed.

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