Synthesis and reactivity of trifluoromethyl substituted oxaziridines

This article reports a simple and efficient synthesis of methyl(trifluoromethyl)oxaziridines, a new family of organic oxidizing agents. A detailed study on their oxygen transfer capability with respect to styrene, thioanisole and benzyl alcohol as model substrates for the synthesis of epoxides, sulfoxides and aldehydes is described. Moreover, an oxaziridine auto-oxidation at nitrogen and/or N-benzylic carbon is also reported.