What question did this study set out to answer?

This research aims to develop a method for the direct activation of C-F bonds in trifluoromethyl compounds.

January 16, 2026The Journal of Organic Chemistry0 citations

TfOH/HFIP Cluster-Promoted Direct C–F Bond Activation of Trifluoromethyl Arenes/Alkanes

SLShuang LvHebei University JZJialong ZhongHebei University YXYilin XingHebei University

Key Points

This research aims to develop a method for the direct activation of C-F bonds in trifluoromethyl compounds.
Developed a direct activation strategy for C-F bonds using TfOH/HFIP clusters.
Tested various trifluoromethyl arenes and alkanes for conversion into carboxylic acids.
Conducted control experiments to confirm the role of the TfOH/HFIP cluster.
Achieved broad substrate scope with good functional group tolerance.
Demonstrated exclusive regioselectivity in product formation.
Showcased utility on a gram scale and in synthesis of UV absorbers and fenofibrate.

Abstract

A direct C-F bond activation for trifluoromethyl compounds promoted by the TfOH/HFIP cluster is developed, allowing the conversion of various trifluoromethyl arenes and trifluoromethylalkanes to diverse carboxylic acids and their derivatives. This method is distinguished by its broad substrate scope, good functional group tolerance, and exclusive regioselectivity. The utility of this reaction is further showcased on a gram scale and in the synthesis of the ultraviolet (UV) absorber and fenofibrate. Control experiments confirmed the crucial role of the TfOH/HFIP cluster in achieving this efficient conversion.

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