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Updated: Sep 25, 2025

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes
Published on: September 8, 2013
Synthesis of cyanooxovanadate and cyanosilylation of ketones
Yuji Kikukawa1, Hiroko Kawabata1, Yoshihito Hayashi1
1Department of Chemistry, Graduate School of Natural Science and Technology, Kanazawa University Kakuma Kanazawa 920-1192 Japan kikukawa@se.kanazawa-u.ac.jp.
Abstract:
The cyanosilylation was performed by using metavanadate catalysts, and in situ measurements revealed the formation of [VO2(CN)3]2- and [VO4TMS2]- under reaction conditions. The reaction of [VO2(CN)3]2-, trimethylsilyl cyanide (TMSCN), and water afforded [VO4TMS2]- and CN-, which reacted with ketones to yield the corresponding cyanohydrin trimethylsilyl ethers over [VO2(CN)3]2-. Compound [VO2(CN)3]2- showed high catalytic performance for cyanosilylation of various carbonyl compounds. In the case of n-hexanal, turnover frequency reached up to 250 s-1.
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