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SO2F2-Mediated Oxidative Dehydrogenation and Dehydration of Alcohols to Alkynes

Gao-Feng Zha, Wan-Yin Fang, You-Gui Li, Jing Leng, Xing Chen, Hua-Li Qin*

*State Key Laboratory of Silicate Materials for Architectures, and School of Chemistry, Chemical Engineering and Life Sciences, Wuhan University of Technology, 205 Luoshi Road, Wuhan 430070, P.R. China, Email: qinhualiwhut.edu.cn

G.-F. Zha, W.-Y. Fang, Y.-G. Li, J. Leng, X. Chen, H.-L. Qin, J. Am. Chem. Soc., 2018, 140, 17666-17673.

DOI: 10.1021/jacs.8b10069


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Abstract

A SO2F2-promoted dehydration and dehydrogenation of abundant alcohols enables a direct synthesis of alkynes in high yields under mild conditions. This straightforward transformation requires only inexpensive and readily available reagents. The crude alkynes are sufficiently free of impurities to permit direct use in Cu-catalyzed alkyne-azide cycloaddition reactions with PhN3 and Sonogashira couplings.

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Key Words

terminal alkynes


ID: J48-Y2018