Fluorium-Initiated Dealkylative Cyanation of Thioethers to Thiocyanates

Yang Chen, Hongyi Qi, Ning Chen, Demin Ren, Jiaxi Xu*, Zhanhui Yang*

*Department of Organic Chemistry, Faculty of Science, Beijing University of Chemical Technology, Beijing 100029, P. R. China, Email: jxxumail.buct.edu.cn, zhyangmail.buct.edu.cn

Y. Chen, H. Qi, N. Chen, D. Ren, J. Xu, Z. Yang, J. Org. Chem., 2019, 84, 9044-9050.

DOI: 10.1021/acs.joc.9b00965

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Abstract

Thioethers can be converted to thiocyanates via fluorium-initiated dealkylative cyanation in the presence of selectfluor as the oxidant and trimethylsilyl cyanide as the cyanation reagent. This method is user-friendly, operationally simple, and step-economical.

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Key Words

thiocyanates, selectfluor

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ID: J42-Y2019