Organic Letters · 2022 · 29 citations · 56 references
Natural SciencesChemistryCatalysisGreen ChemistryOrganic ChemistryCarbonyl ChemistryCatalyst PreparationCatalyst SynthesisCross-coupling ReactionsHeterocycle SynthesisOrganic SynthesisHeterocycle FunctionalizationNickel CatalystsNickel-catalyzed Cross-couplingThioester ChemistryTransition Metal-catalyzed Synthesis
A straightforward and efficient synthesis of α,β-unsaturated thioesters has been developed via a nickel-catalyzed thiocarbonylation reaction of vinyl triflates with arylsulfonyl chlorides. With Mo(CO)6 as both CO source and reductant, a variety of α,β-unsaturated thioesters were obtained in moderate to good yields with very good functional group compatibility. It is noteworthy that the present method is the first example on nickel-catalyzed carbonylative synthesis of α,β-unsaturated thioesters by using arylsulfonyl chlorides as the coupling partner.
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Renaud Des Mazery, Maddalena Pullez, Fernando López et al. · Journal of the American Chemical Society · 2005 · 200 citations