Palladium-Catalyzed Monofluoromethylation of Arylboronic Esters with Fluoromethyl Iodide

Jingyu Hu, Bing Gao, Lingchun Li, Chuanfa Ni and Jinbo Hu*

*Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai 200032, China, Email: jinbohusioc.ac.cn

J. Hu, B. Gao, L. Li, C. Ni, J. Hu, Org. Lett., 2015, 17, 3086-3089.

DOI: 10.1021/acs.orglett.5b01361

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Abstract

A palladium-catalyzed direct monofluoromethylation of arylboronic esters produces monofluoromethyl arenes at room temperature within 4 h with a good functional group tolerance. The monofluoromethylating agent, CH₂FI, can readily be prepared via a halogen-exchange process.

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Key Words

benzyl fluorides, fluoroalkanes, Suzuki Coupling

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ID: J54-Y2015