89730-45-0Relevant academic research and scientific papers
1-Aza- and 1,9-Diazatriptycenes
Quast, Helmut,Schoen, Norbert
, p. 381 - 388 (2007/10/02)
The polycyclic 1,5-diketone 4 is synthesized via the enamine 2 from ketone 1 and phenyl vinyl ketone (3).On reacting the 1,5-diketone 4 with hydroxylamine the expected ring closure to the 1-azatriptycene 6 competes with a ring cleavage by an anomalous Beckmann rearrangement of the oxime yielding the intermediate nitrile 10 which cyclizes to afford the β-anthracenyl-α-amino-pyridine 7. Cycloaddition of dehydrobenzene, generated by diazotation of anthranilic acid, with the pyridoquinolines 13a, b produces the diazatriptycenes 15a,b.
