THE SYNTHESIS OF NOVEL POLYCYCLIC HETEROCYCLIC RING-SYSTEMS VIA PHOTOCYCLIZATION .5. [1]BENZOTHIENO[2,3-C]NAPHTHO[2,1-F]QUINOLINE AND [1]BENZOTHIENO[2,3-C]NAPHTHO[1,2-G]QUINOLINE

Two previously unknown heterocyclic ring systems, namely, [1]benzothieno[2,3-c]naphtho[2,1-f]quinoline (4) and [1]benzothieno[2,3-c]naphtho[1,2-g]quinoline (5) were synthesized via photocyclization of 3-chloro-N-(2-phenanthryl)benzo[b]thiophene-2-carboxamide (8) followed by chlorination and dechlorination. The total assignment of their H-1- and C-13-nmr spectra was determined by utilizing inverse-detected HMQC and HMBC two-dimensional nmr spectroscopic methods.