KuQuinone as a Highly Stable and Reusable Organic Photocatalyst in Selective Oxidation of Thioethers to Sulfoxides

Mattia Forchetta, Federica Sabuzi, Lorenzo Stella, Valeria Conte and Pierluca Galloni*

*Department of Chemical Science and Technologies, University of Rome Tor Vergata, Via della Ricerca Scientifica, 00133 Rome, Italy, Email: galloniscienze.uniroma2.it

M. Forchetta, F. Sabuzi, L. Stella, V. Conte, P. Galloni, J. Org. Chem., 2022, 87, 14016-14025.

DOI: 10.1021/acs.joc.2c01648

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Abstract

A metal-free quinoid catalyst, namely 1-hexylKuQuinone (KuQ), promotes a chemoselective, light-induced thioether to sulfoxide oxidation in HFIP, using O₂ as the oxidant, at room temperature. Remarkably, the system can be recharged and recycled without loss of activity and selectivity.

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Key Words

sulfoxides, oxygen, photochemistry, organocatalysis

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ID: J42-Y2022