Journal of the American Chemical Society · 2014 · 154 citations · 27 references
Natural SciencesChemistryCatalysisCombinatorial ChemistryOrganometallic ChemistryCatalytic MechanismsCross-coupling ReactionsHeterocycle SynthesisReaction MechanismsAlkyne Cycloaddition ReactionsCarbocation IntermediatesCarbocation MechanismsCatalytic Reaction MechanismsCopper-catalyzed CouplingHydride FormationHydride MigrationRing-forming Reactions
Copper-catalyzed cascade reactions between alkenes or alkynes and diaryliodonium salts form carbocyclic products in a single step. Arylation of the unsaturated functional group is proposed to form a carbocation intermediate that facilitates hydride shift pathways to translocate the positive charge to a remote position and enables ring formation via a Friedel-Crafts-type reaction.
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A Meta-Selective Copper-Catalyzed C–H Bond Arylation
Robert J. Phipps, Matthew J. Gaunt · Science · 2009 · 988 citations