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Updated: Oct 29, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Pseudocyclic bis-N-heterocycle-stabilized iodanes - synthesis, characterization and applications
Andreas Boelke1, Soleicha Sadat1, Enno Lork2
1Institute for Organic and Analytical Chemistry, University of Bremen, Bremen 28359, Germany. nachtsheim@uni-bremen.de.
Abstract:
Bis-N-heterocycle-stabilized λ3-iodanes (BNHIs) based on azoles are introduced as novel structural motifs in hypervalent iodine chemistry. A performance test in a variety of benchmark reactions including sulfoxidations and phenol dearomatizations revealed a bis-N-bound pyrazole substituted BNHI as the most reactive derivative. Its solid-state structure was characterized via X-ray analysis implying strong intramolecular interactions between the pyrazole nitrogen atoms and the hypervalent iodine centre.
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