Ring-Opening Fluorination of Isoxazoles,Organic Letters

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Ring-Opening Fluorination of Isoxazoles
Organic Letters ( IF 4.9 ) Pub Date : 2022-04-26 , DOI: 10.1021/acs.orglett.2c01149
Masaaki Komatsuda ₁ , Hugo Ohki ₁ , Hiroki Kondo ₁ , Ayane Suto ₁ , Junichiro Yamaguchi ₁

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

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