NEW FORMATION OF A 1,3-DIPOLE IN THE REACTION OF ADAMANTANONE AZINE WITH TRIAZOLINEDIONES: IN CONNECTION WITH REACTIVITY TOWARD SINGLET OXIGEN

Article abstract of DOI:10.1016/S0040-4039(01)81511-2

Tricyclo(3.3.1.1)decanone azine(adamantanone azine)reacts with 4-substituted 1,2,4-triazoline-3,5-diones under elimination of diazo adamantane to give a 1,3 dipole("azomethinimine"), which on treatment with dipolarophiles affords the (2+3)-cycloadducts.The reaction is compared with singlet oxygen oxidation.