Organic Letters · 2014 · 103 citations · 44 references
Diverse SubstratesMedicinal ChemistryEngineeringCatalytic C–h α-TrifluoromethylationNatural SciencesDiversity-oriented SynthesisFluorous SynthesisOrganic ChemistryCatalysisChemistryRegioselective C-h α-TrifluoromethylationPharmacologyC-h TrifluoromethylationSynthetic ChemistryEnantioselective SynthesisCatalytic Synthesis
A copper(I)-catalyzed, regioselective C-H α-trifluoromethylation of α,β-unsaturated carbonyl compounds using Togni's reagent was developed. Diverse substrates, including enones as well as α,β-unsaturated esters, thioesters, and amides, stereospecifically afforded the corresponding (E)-α-trifluoromethylated products in moderate to high yields. Further, this method was applied to the C-H trifluoromethylation of drugs.
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