THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .13. DIBENZO[F,H]PHENANTHRO[9',10'/4,5]THIENO[2,3-C]QUINOLINE

The synthesis of a previously unknown polycyclic heterocyclic ring system, dibenzo[f,h]phenanthro[9',10':4,5]thieno[2,3-c]quinoline (4), was accomplished via photocyclization of the appropriate amide followed by chlorination. Substitution of the chlorine atom with hydrazine followed by removal of the hydrazine moiety with 10% copper sulfate solution afforded the parent ring system 4. The unequivocal assignment of its highly congested H-1 and C-13 spectra was accomplished by utilizing two-dimensional nmr methods.