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Updated: Jan 20, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Cyclic Vinyl(aryl)iodonium Salts: Synthesis and Reactivity
Konrad Kepski1, Craig R Rice1, Wesley J Moran1
1Department of Chemistry, University of Huddersfield, Queensgate, Huddersfield HD1 3DH, U.K.
Abstract:
A convenient, highly regioselective synthesis of five-membered cyclic vinyl(aryl)iodonium salts directly from β-iodostyrenes is presented. An X-ray crystal structure confirms the identity of these heterocycles. These λ3-iodanes can be converted rapidly into functionalized arylacetylenes by treatment with mild base or undergo SNV reactions with nonbasic nucleophiles.
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