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A sustainable photochemical aerobic sulfide oxidation: access to sulforaphane and modafinil†
Organic & Biomolecular Chemistry Pub Date : 07/08/2022 00:00:00 , DOI:10.1039/D2OB01066F
Abstract

Sulfoxide-containing molecules are an important class of compounds in the pharmaceutical industry and many efforts have been made to develop new and green protocols, targeting the chemoselective transformation of sulfides into sulfoxides. Photochemistry is a rapidly expanding research field employing light as the energy source. Photochemical aerobic processes possess additional advantages to photochemistry and may find applications in the chemical industries. Herein, a 370 nm catalyst-free aerobic protocol was developed, using 2-Me-THF as the green solvent. At the same time, two low-catalyst-loading anthraquinone-based processes (under a CFL lamp or 427 nm irradiation) in 2-Me-THF were developed. Furthermore, a broad range of substrates was tested. We also implemented our protocols towards the synthesis of the pharmaceutical active ingredients (APIs) sulforaphane and modafinil.

Graphical abstract: A sustainable photochemical aerobic sulfide oxidation: access to sulforaphane and modafinil
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