SYNTHESIS OF TRIFLUOROMETHYL N-VINYLAZIRIDINES

Novel classes of trifluoromethylvinylaziridines have been prepared. Ad dition of dimethylacetylenedicarboxylate to a 2-trifluoromethyl-azirid ine gives 2(2-trifluoromethylaziridin-1-yl) fumarate. Vinylic substitu tion of different beta-chlorotrifluoroenones produces 4-aziridin-1-yl- 1,1,1-trifluorobut-3-en-2-one or 3-trifluoromethyl-3-aziridin-1-yl eno ne. The relative configuration of these compounds was established by N OE. A low rotation was observed around the carbon-nitrogen bond of the tetrasubstituted aziridine ring.