Photoinduced copper-catalyzed three-component alkylarylation of alkenes involving C–S bond cleavage of sulfonium salts

Abstract

We report a novel visible-light-induced copper-catalyzed intermolecular 1,2-alkylarylation of alkenes with cyclic sulfonium salts and nucleophiles via selective C–S bond cleavage for the construction of thioether-containing 1,1-diarylalkanes. In this transformation, the remote aryl-thioether-containing aliphatic alkyl chains and nucleophiles are successively installed into the C[double bond, length as m-dash]C bond of alkenes through a radical relay coupling process in a single operation. Furthermore, the mild reaction conditions allow for good compatibility in the scope of styrenes, sulfonium salts and nucleophiles, as well as bioactive molecules and derivatives.

Graphical abstract: Photoinduced copper-catalyzed three-component alkylarylation of alkenes involving C–S bond cleavage of sulfonium salts

Supplementary files

Article information

Article type
Research Article
Submitted
15 Sep 2024
Accepted
22 Dec 2024
First published
23 Dec 2024

Org. Chem. Front., 2025, Advance Article

Photoinduced copper-catalyzed three-component alkylarylation of alkenes involving C–S bond cleavage of sulfonium salts

H. Chen, X. Shang, N. Jiang, Q. Zhou, K. Tang, L. Zhong and Y. Liu, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D4QO01740D

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