Journal of the American Chemical Society · 2015 · 205 citations · 58 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCross-coupling ReactionsHeterocycle SynthesisOrganic SynthesisAlkylation ReactionsAlkyne Cycloaddition ReactionsFunctional Group ToleranceStereoselective Cross-couplingTriple Bonds
A Pd-catalyzed three component reaction involving terminal alkynes, boronic acids, and perfluoroalkyl iodides is presented here. Trisubstituted perfluoroalkenes can be obtained in a highly regio- and stereocontrolled manner by the simultaneous addition of both aryl and CnFm groups across the triple bond in a radical-mediated process. The reaction is operationally simple offering a broad scope and functional group tolerance.
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