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Updated: Jan 22, 2026

Constructing Thioether/Vinyl Sulfide-tethered Helical Peptides Via Photo-induced Thiol-ene/yne Hydrothiolation
Published on: August 1, 2018
Fluorium-Initiated Dealkylative Cyanation of Thioethers to Thiocyanates
Yang Chen, Hongyi Qi, Ning Chen
1Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers , Hunan University of Science and Technology , Xiangtan 411201 , P. R. China.
Abstract:
Thioethers are converted to thiocyanates via fluorium-initiated dealkylative cyanation. Selectfluor is used as the oxidant, and trimethylsilyl cyanide is used as the cyanation reagent. The well-streamlined procedure is user-friendly, operationally simple, and step-economical. The current mechanistic studies show that the sulfur radical cation and cyano radical are both involved. They combine to deliver cyanosulfonium, an intermediate toward thiocyanate after dealkylation. Alternatively, a nucleophilic mechanism is also possible. Our dealkyaltive cyanation is also efficient in synthesizing thiocyanates with strongly electrophilic functionalities.
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