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Trifluoromethylation of Alkenes and Alkynes: A Decade Review

Li Zhang, Yile Li, Dayun Huang, Jinjing Wu

2025Asian Journal of Organic Chemistry8 citationsDOI

Abstract

Abstract Alkenes and alkynes are simple yet important organic feedstocks. The trifluoromethylation of these substrates is able to produce complex organofluorine compounds in a facile way. In this study, we have reviewed decade developments (2014–2024) in the trifluoromethylation of alkenes and alkynes. We discuss various fluorine reagents and their applications. Reagents like CF 3 SO 2 Na, CF 3 SO 2 Cl, (CF 3 SO 2 ) 2 O, N‐ triflylpyridinium salts, Togni's reagent, PhICF 3 Cl, Umemoto's reagent and its derivatives, X‐R F , trifluoromethyl carbonyl compounds, TFAA, and TMSCF 3 , will be discussed in detail. The mechanisms and functions of the added reagents have also been discussed. This review covers different reaction types, including radical difunctionalization, cyclization, click reactions, and nucleophilic/electrophilic addition. We hope it will aid future research in this area.

Topics & Concepts

TrifluoromethylationChemistryOrganic chemistryNanotechnologyCombinatorial chemistryTrifluoromethylAlkylMaterials scienceFluorine in Organic ChemistryInorganic Fluorides and Related Compounds
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