Efficient Synthesis and Ring‐Opening Reactions of Monofluorinated Epoxides Derived from α‐Fluorosulfoximines

Abstract

AbstractMonofluorinated epoxides were successfully prepared through the O‐cyclization reaction between α‐fluorosulfoximines and ketones. The obtained fluoroepoxides were found to readily undergo an interesting ring‐opening process (involving both a CF bond cleavage and another CF bond formation) in the presence of titanium tetrafluoride or pyridinium poly(hydrogen fluoride) to afford α‐fluorinated ketones. The later process constitutes a formal catalytic 1,2‐fluorine shift reaction.