Cycloaddition and Oxygen-Transfer Reactions of 2-(Trifluoromethyl)-3,3-difluorooxaziridine

摘要

The oxaziridine CF3NCF2O (1) cycloadds to various 1, 1-difluoroolefins under mild conditions, forming perhalo-1,3-oxazolidines, and to dialkyl ketones, forming the corresponding 1,3,4-dioxazolidines. Reaction of 1 with trimethylsilul cyanide results in the formation of (CH3)3SiN-C-NCF3 and COF2, but 1 is unreactive with other alkyl nitriles and isocyanides. With 2,5-dimethylfuran and 2,3-dimethylbutene, 1 reacts rapidly and under mild conditions (approx-50 C) to yield CF3N-CF2 and organic products derived from the transfer of a single oxygen atom.