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Updated: Jun 4, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Electrophotocatalytic Thiocyanation and Sulfonylation Cyclization of Unactivated Alkenes
Yingchun Ma1, Ping Yu1, Ruoyu Qin1
1School of Chemistry and Chemical Engineering, Kunming University, Kunming, Yunnan 650214, P. R. China.
Abstract:
We report an electrophotocatalytic process that enables the thiocyanation and sulfonylation/cyclization of alkenes. It is applicable to a wide range of unactivated alkenes, using the inexpensive photocatalyst 2,4,6-triphenylpyrylium tetrafluoroborate (TPPT) to produce a diverse array of heterocycles containing sulfonyl and thiocyano groups with good functional group tolerance. The protocol operates under mild, chemical oxidant- and transition-metal-free, with a broad scope of substrates. Preliminary mechanistic studies suggest that the reaction involves a combination of electrolysis and the reductive quenching photocatalytic cycle of TPPT.
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