New Methods for the Synthesis of Perfluorooxaziridines. Preparation of cis-Perfluoro-2,3-dialkyloxaziridines

In the presence of metal fluorides CF₃OOC(O)F oxidizes internal perfluoroazaalkenes forming the coresponding oxaziridines in high yields. Reaction of azaalkenes with CF₂(OF)₂ in the presence of CsF also gives the oxaziridines in modest yields. Evidence is presented for the intermediacy of the peroxyanion CF₃OO^– in these reactions, and the synthesis and characterization of the new oxaziridines (R_f, R_fN=CFR’_f, C2F5 4; n–C₄F₉, n–C₃F₇ 5; i–C₃F₇, CF₃ 6) are described.