84107-67-5Relevant academic research and scientific papers
DIRECT EPOXIDATION OF POLYCYCLIC AROMATIC COMPOUNDS BY SUPEROXIDE IN THE PRESENCE OF PHOSGENE DIMER
Nagano, Tetsuo,Yokoohji, Kiyomi,Hirobe, Masaaki
, p. 3481 - 3484 (1983)
Olefins and polycyclic aromatic compounds were oxidized to their epoxides by superoxide (O2-.) in the presence of phosgene dimer.The reaction mechanisms are discussed.
Arene Imine Derivatives of Nitrogen Heterocycles: 1a,9b-Dihydrobenzazirinoquinoline, 1a,9b-Dihydrobenzazirinoquinoline and 1a,9b-Dihydroazirinophenanthroline
Abu-Shqara, Elias,Blum, Jochanan
, p. 1197 - 1200 (2007/10/02)
The synthesis of the K-imine derivatives of benzoquinoline (1), benzoquinoline (2) and 1,10-phenanthroline (3) are described.The parent nitrogen heterocycles were oxidized with sodium hypochlorite to the corresponding K-oxides, 4, 6 and 8, which in turn were reacted with sodium azide.The resulting azido alcohols were then cyclized with triethyl phosphite to the title compounds 5, 7 and 9.The oxirane ring cleavage in benzoquinoline 5,6-oxide (4) and in benzoquinoline 5,6-oxide (6) by sodium azide proceeded by the predicted regioselectivity: 4 gave trans-5-azido-5,6-dihydro-6-benzoquinolinol (11) and trans-6-azido-5,6- dihydro-5-benzoquinolinol (10) as the major and minor products respectively, and 6 yielded solely trans-6-azido-5,6-dihydro-5-benzoquinolinol (12).The latter compound proved by X-ray analysis to crystallize as a hydrogen bonded dimer.
