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Updated: May 22, 2026

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Aromatic Transfer Iodination via Intermediate Hypervalent Iodine Compounds: Reactivity of Diaryliodonium Salts toward
Dmitry I Bugaenko1, Nikita E Andreevskii1, Natalia S Lukonina1
1Department of Chemistry, Moscow State University, Moscow 119991, Russia.
Abstract:
The preparation of iodoarenes from arenes with precise chemo- and regioselectivity remains a challenge in organic synthesis. A novel strategy for aromatic C-H-iodination includes the in-situ generation of diaryliodonium salts, followed by the reaction with boron hydrides. Mild conditions and short reaction time allow for the retention of a range of functionalities, including carbonyl groups. An unprecedented mechanism for the reaction of iodonium salts with boron hydrides was proposed based on D-labeling experiments and DFT study.
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