Polyfluorocyclopentadienes. Part V. Reaction of perfluorocyclopentadiene with N-allyltrifluoroacetamide
Abstract
Reaction of perfluorocyclopentadiene with N-allyltrifluoroacetamide at 50° gave a Diels–Alder adduct, N-(1,4,5,6,7,7-hexafluorobicyclo[2,2,1]hept-5-en-2-ylmethyl)trifluoroacetamide. The corresponding amine, generated by hydrolysis of the amide, isomerised spontaneously to 1,2,3,7,8,8-hexafluoro-4-azatricyclo[4,2,1,0]nonane, thus indicating that the amide adduct was predominantly, or even exclusively, the endo-isomer.