Palladium-catalyzed site-selective C–H polyfluoroarylation of arenes via aryl thianthrenium salts

Abstract

This study introduces a novel method for the selective formal C–H/C–H cross-coupling of arenes with polyfluoroarenes via aryl thianthrenium salts under palladium catalysis, resulting in the production of a range of polyfluorinated biaryls in good to excellent yields. The approach demonstrates good environmental sustainability by operating in a one-pot fashion and allowing for the recovery of thianthrene. This two-step process demonstrates its synthetic versatility by enabling the late-stage functionalization of bioactive molecules and the modification of polyfluorinated biaryls.

Graphical abstract: Palladium-catalyzed site-selective C–H polyfluoroarylation of arenes via aryl thianthrenium salts

Supplementary files

Article information

Article type
Research Article
Submitted
11 Mar 2025
Accepted
04 May 2025
First published
07 May 2025

Org. Chem. Front., 2025, Advance Article

Palladium-catalyzed site-selective C–H polyfluoroarylation of arenes via aryl thianthrenium salts

C. Chen, J. Liu, X. Hu, Z. Wang, X. Zhang, J. Song, Y. Zhu, C. Ni and B. Zhu, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO00473J

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