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Updated: Oct 3, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
SNAr-Functionalization of Diaryliodonium Salts: Access to Densely Substituted Arenes
Leonard Kersting1, Judith Braunreuther1, Erika Linde1
1Department of Chemistry, Arrhenius Laboratory, Stockholm University, 106 91 Stockholm, Sweden.
Abstract:
Diaryliodonium salts are efficient electrophilic arylation reagents for a wide variety of nucleophiles. The main limitation in the arylation scope is often the difficulty in synthesizing advanced heteroatom-functionalized diaryliodonium salts, due to their sensitivity to acidic and oxidative conditions. We present a general SNAr strategy to functionalize fluoro-substituted iodonium salts, which enables the synthesis of a wide range of heteroatom-functionalized iodonium salts, with demonstrated reactivity in a variety of transition-metal-free O-, N-, and S-arylations to provide densely functionalized aromatic products.
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