Issue 23, 2024

Electrochemically driven metal-free synthesis of benzylic thioethers via C–S cross-coupling

Abstract

Organic sulfides play a crucial role in drug discovery and organic synthesis. The construction of C–S bonds usually requires strong basic conditions, transition metal catalysis, or stoichiometric oxidizing/reducing agents. Herein, we report an electrochemically driven C–S radical–radical cross coupling for the synthesis of benzylic thioethers. This approach is applicable to various benzyl halides and disulfides, providing corresponding benzylic thioethers in moderate to excellent yields. The reaction can be conducted at room temperature in air without the need for transition metals, external reducing agents, or sacrificial anodes, making it an environmentally friendly, cost-effective, and mild synthetic strategy.

Graphical abstract: Electrochemically driven metal-free synthesis of benzylic thioethers via C–S cross-coupling

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Article information

Article type
Research Article
Submitted
26 Sep 2024
Accepted
09 Oct 2024
First published
09 Oct 2024

Org. Chem. Front., 2024,11, 6790-6796

Electrochemically driven metal-free synthesis of benzylic thioethers via C–S cross-coupling

M. Fu, Y. He and Z. Guan, Org. Chem. Front., 2024, 11, 6790 DOI: 10.1039/D4QO01803F

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