95095-24-2Relevant academic research and scientific papers
SINGLET OXYGEN AND TRIAZOLINEDIONE ADDITION TO AZINES
Sato, Rikiya,Sonobe, Hideki,Akasaka, Takeshi,Ando, Wataru
, p. 5273 - 5280 (1986)
Photooxygenation of azines, i.e., adamantanone azine (1) and benzonorborn-7-one azine (4), afforded in addition to the corresponding ketones, lactones derived from a carbonyl oxide intermediate via an electron transfer pathway.On the other hand, 4-substitued-1,2,4-triazoline-3,5-diones (TAD) react with azine 1 to give a 1,3-dipole, an azomethinimine intermediate as nitrogen analogue of a carbonyl oxide, which afforded the -cycloadducts in treatment with dipolarophiles.The mechanistic implications are discussed.
NEW FORMATION OF A 1,3-DIPOLE IN THE REACTION OF ADAMANTANONE AZINE WITH TRIAZOLINEDIONES: IN CONNECTION WITH REACTIVITY TOWARD SINGLET OXIGEN
Akasaka, Takeshi,Sonobe, Hideki,Sato, Rikiya,Ando, Wataru
, p. 4757 - 4760 (2007/10/02)
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.
