Iron-Catalyzed Photochemical Defluorinative Functionalization of Polyfluorinated Aromatics.

Org Lett

State Key Lab of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, China.

Published: September 2025


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Article Abstract

Iron photocatalysis has emerged as a sustainable platform for C-H functionalization. This study describes a photocatalytic strategy for the selective defluorinative functionalization of polyfluorinated aromatics. The developed methodology enables selective defluorosulfonylation with sulfur dioxide and defluorinative alkylation with alkanes under visible light irradiation. Additionally, direct defluorinative functionalization with carboxylic acids has been achieved. These protocols demonstrate excellent site-selectivity and broad substrate scope, tolerating diverse functional groups, including cyano, acetyl, ester, and trifluoromethyl substituents. Notably, the methodology is compatible with drug-like molecules containing complex structures, thereby expanding the synthetic utility of iron photocatalysis in the construction of complex polyfluorinated molecules.

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http://dx.doi.org/10.1021/acs.orglett.5c03114DOI Listing

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