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. 2014 Jun 25;136(25):8851-4.
doi: 10.1021/ja504361y. Epub 2014 Jun 12.

Cu-catalyzed cascades to carbocycles: union of diaryliodonium salts with alkenes or alkynes exploiting remote carbocations

Fengzhi Zhang  1 , Shoubhik Das, Andrew J Walkinshaw, Alicia Casitas, Michael Taylor, Marcos G Suero, Matthew J Gaunt
Affiliations

Cu-catalyzed cascades to carbocycles: union of diaryliodonium salts with alkenes or alkynes exploiting remote carbocations

Fengzhi Zhang et al. J Am Chem Soc. .

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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