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A Readily Available Trifluoromethylation Reagent and Its Difunctionalization of Alkenes

Min Zhang, Jin‐Hong Lin, Ji‐Chang Xiao

2021Organic Letters63 citationsDOI

Abstract

Trifluoromethyl substitution is notably popular in pharmaceuticals and agrochemicals; however, trifluoromethylated compounds normally rely on the use of cost-prohibitive or gaseous trifluoromethylating reagents, which diminishes the general applicability of these methods. Herein an efficient trifluoromethylation reagent trifluoromethylsulfonyl–pyridinium salt (TFSP) was reported, which can be readily prepared from cheap and easily available bulk industrial feedstocks. TFSP can generate a trifluoromethyl radical under photocatalysis and realize the effective azido- or cyano-trifluoromethylation reactions of alkenes.

Topics & Concepts

TrifluoromethylationReagentChemistryTrifluoromethylPyridiniumCombinatorial chemistrySalt (chemistry)Organic chemistryPyridinium chlorochromateAlkylFluorine in Organic ChemistryInorganic Fluorides and Related Compounds
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