Organic Letters · 2019 · 61 citations · 36 references
Natural SciencesChemistryCatalysisCatalyst PreparationCatalyst SynthesisChemical ReactionsMetal CatalysisCatalytic FunctionalizationHydration ReactionsKetonesRegioselective CatalysisTransition-metal-catalyzed Functionalization
The regioselective gold-catalyzed hydration of CF3- and SF5-alkynes is described. The corresponding trifluoromethylated and pentasulfanylated ketones are obtained in up to 91% yield as single regioisomers showcasing the use of CF3 and SF5 as highly efficient directing groups in this reaction. Notably, this transformation represents the first use of CF3- and SF5-alkynes in gold catalysis.
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