Direct Deoxyfluorination of Alcohols with KF as the Fluorine Source

Jun Xu, Chao Peng, Bolin Yao, Hua-Jian Xu* and Qiang Xie*

*Hefei University of Technology, Hefei 230009; University of Science and Technology of China, Hefei 230001, P. R. China, Email: hjxuhfut.edu.cn, xieqiang1980ustc.edu.cn

J. Xu, C. Peng, B. Yao, H.-J. Xu, Q. Xie, J. Org. Chem., 2022, 87, 6471-6478.

DOI: 10.1021/acs.joc.2c00388

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Abstract

In situ generation of highly active CF₃SO₂F enables a deoxyfluorination of alcohols with KF as the fluorine source. This mild and fast reaction tolerates diverse functionalities, including halogen, nitro, ketone, ester, alkene, and alkyne.

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proposed mechanism

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Key Words

alkyl fluorides, benzyl fluorides

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ID: J42-Y2022