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Updated: Feb 19, 2026
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids
Jose C Gonzalez-Gomez1, Nieves P Ramirez, Teresa Lana-Villarreal
1Instituto de Síntesis Orgánica (ISO) y Departamento de Química Orgánica, Universidad de Alicante, Apdo 99, E-03080, Alicante, Spain. josecarlos.gonzalez@ua.es.
Abstract:
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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The reaction begins with transferring a proton from the acid catalyst to one of the hydroxyl groups, producing an oxonium ion.