EVIDENCE OF A 1,4-DIPOLE INTERMEDIATE IN THE REACTION OF 1-PHENYL-4-VINYLPYRAZOLE WITH PTAD

Article abstract of DOI:10.1016/S0040-4039(01)84598-6

1-Phenyl-4-vinylpyrazole reacts with 1-phenyl-1,2,4-triazoline-3,5-dione in methylene chloride to form an unstable azetidine (4).An intermediate 1,4-dipole is probably involved since when the reaction is conducted in acetone, a 1:1:1 adduct (3) is isolated.