Advanced Synthesis & Catalysis · 2014 · 173 citations · 37 references
Natural SciencesChemistryMedicinal ChemistryGreen ChemistryOrganic ChemistryOrganometallic ChemistryHeterocycle SynthesisPhotocatalysisPhotochemical SynthesisPhotochemistryPhotocatalytic Heterocycle SynthesisPhotocatalytic SynthesisPhotochemical FunctionalizationPhotoredox CatalysisPhotoredox Functionalization
Abstract Difluoroalkylated aromatics are important structural motifs in pharmaceutical and agrochemical applications. Herein, we report their synthesis by a mild, efficient, and convenient method using visible light photoredox catalysis. A variety of unactivated aromatics were difluoroalkylated with ethyl 2‐bromo‐2,2‐difluoroacetate (BrCF 2 CO 2 Et) in the presence of the triscyclometalated Ir complex fac ‐[Ir(ppy) 3 ] under visible light irradiation at room temperature. It is shown that reaction outcomes containing the CF 2 CO 2 Et moiety can be converted to a variety of other CF 2 ‐containing aromatics, demonstrating the synthetic utility of the present method. magnified image
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