Cu-Catalyzed Cascades to Carbocycles: Union of Diaryliodonium Salts with Alkenes or Alkynes Exploiting Remote Carbocations
Journal of the American Chemical Society2014Vol. 136(25), pp. 8851–8854
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Fengzhi Zhang, Shoubhik Das, Andrew J. Walkinshaw, Alicia Casitas, Michael T. Taylor, Marcos G. Suero, Matthew J. Gaunt
Abstract
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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