Visible-light induced C(sp3)–S cross-coupling via electron donor–acceptor complexes and 1,2-hydrogen atom transfer

Abstract

Herein, we disclose a visible light-mediated protocol for the C(sp3)–S cross-coupling reaction via 1,2-hydrogen atom transfer. This metal- and photocatalyst-free protocol is based on electron donor–acceptor (EDA) complexes formed between benzenethiols and N-aroyloxyamides. It provides a unique approach for synthesizing valuable α-amidosulfides while avoiding the use of high temperature, transition metals and photocatalysts. Moreover, the synthetic potential of this transformation is demonstrated through the production of diverse α-amidosulfides in moderate to excellent yields, with its potential application value confirmed through the late-stage functionalisation of ibuprofen and a gram-scale experiment.

Graphical abstract: Visible-light induced C(sp3)–S cross-coupling via electron donor–acceptor complexes and 1,2-hydrogen atom transfer

Supplementary files

Article information

Article type
Research Article
Submitted
30 May 2025
Accepted
15 Jul 2025
First published
21 Jul 2025

Org. Chem. Front., 2025, Advance Article

Visible-light induced C(sp3)–S cross-coupling via electron donor–acceptor complexes and 1,2-hydrogen atom transfer

X. Zhang, L. Jiao, J. Chen, H. Fan, J. Hou, G. Lv, Z. Yang and Y. Wu, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO00824G

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