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Ring-Opening Fluorination of Isoxazoles

Masaaki Komatsuda, Hugo Ohki, Hiroki Kondo Jr., Ayane Suto and Junichiro Yamaguchi*

*Department of Applied Chemistry, Waseda University, 513 Wasedatsurumakicho, Shinjuku, Tokyo 162-0041, Japan, Email:

M. Komatsuda, H. Ohki, H. Kondo Jr., A. Suto, J. Yamaguchi, Org. Lett., 2022, 24, 3270-3274.

DOI: 10.1021/acs.orglett.2c01149

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A convenient reaction of isoxazoles with an electrophilic fluorinating agent (Selectfluor) provides tertiary fluorinated carbonyl compounds under mild reaction conditions and with good functional group tolerance. Diverse transformations of the resulting α-fluorocyanoketones furnish a broad range of fluorinated compounds.

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Key Words

fluorides, nitriles, isoxazoles, Selectfluor

ID: J54-Y2022