Dehydroxylative Fluorination of Tertiary Alcohols

Wei Zhang, Yu-Cheng Gu, Jin-Hong Lin* and Ji-Chang Xiao*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China, Email: jlinsioc.ac.cn, jchxiaosioc.ac.cn

W. Zhang, Y.-C. Gu, J.-H. Lin, J.-C. Xiao, Org. Lett., 2020, 22, 6642-6646.

DOI: 10.1021/acs.orglett.0c02438

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Abstract

Activation of a hydroxyl group by a Ph₂PCH₂CH₂PPh₂/ICH₂CH₂I system enables an efficient dehydroxylative fluorination of tertiary alcohols with Selectfluor. The reaction occurs rapidly to give the desired products in good yields.

see article for more examples

proposed mechanism

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Key Words

Fluorination, Selectfluor

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ID: J54-Y2020