Ring-Opening Fluorination of Isoxazoles

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Komatsuda, M.; Ohki, H.; Kondo Jr., H.; Suto, A.; Yamaguchi, J.
Org. Lett. 2022, ASAP.
DOI: 10.1021/acs.orglett.2c01149

A ring-opening fluorination of isoxazoles has been developed. By treating isoxazoles with an electrophilic fluorinating agent (Selectfluor®), fluorination followed by deprotonation leads to tertiary fluorinated carbonyl compounds. The present method features mild reaction conditions, good functional group tolerance, and simple experimental procedure. Diverse transformations of the resulting α-fluorocyanoketones were also demonstrated, furnishing a variety of fluorinated compounds.

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