Issue 12, 2023

Synthesis of trifluoromethylated thioethers via Ni-catalyzed reductive C–S coupling

Abstract

The introduction of a trifluoromethyl group into sulfur-containing compounds would significantly alter the biochemical properties of the molecules. Reductive coupling has proven to be an exceptionally powerful strategy to construct C–C and C–X bonds. There are some reports of accessing various α-functionalized trifluoroalkanes via C–C bond forming reductive coupling, but C–X reductive coupling is still out of coverage. Herein, we report a concise and efficient Ni-catalyzed reductive C–S coupling, which enables access to a series of α-CF3 functionalized thioethers in good to excellent yields under mild conditions, with a broad substrate scope and excellent functional group compatibility. Additionally, this protocol provides a new approach for subsequent trifluoromethylation modification of sulfur-containing organic structures.

Graphical abstract: Synthesis of trifluoromethylated thioethers via Ni-catalyzed reductive C–S coupling

Supplementary files

Article information

Article type
Research Article
Submitted
18 Apr 2023
Accepted
09 May 2023
First published
11 May 2023

Org. Chem. Front., 2023,10, 2943-2948

Synthesis of trifluoromethylated thioethers via Ni-catalyzed reductive C–S coupling

W. Liu, Y. He, Z. Liu, Y. Li, Y. Li, B. Wu, R. Jin and X. Wang, Org. Chem. Front., 2023, 10, 2943 DOI: 10.1039/D3QO00578J

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