The synthesis of novel polycyclic heterocyclic ring systems via photocyclization. 23 . Naphtho[2′,1′:4,5]thieno-[2,3-c]naphtho[2,1-f]quinoline

A previously unknown heterocyclic ring system, naphtho[2′,1′:4,5]thieno[2,3‐c]naphtho[2,1‐f]quinoline (14), was synthesized via oxidative photocyclization of 3‐chloro‐N‐(2‐phenanthryl)naphtho[1,2‐b]‐thiophene‐2‐carboxamide (9). Further elaboration of the lactam 10 yielded the unsubstituted ring syst...

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Veröffentlicht in:Journal of heterocyclic chemistry 2001-01, Vol.38 (1), p.137-140
Hauptverfasser: Luo, Jiann-Kuan, Cabal, Maria-Paz, Federspiel, Ronald F., Castle, Raymond N.
Format: Artikel
Sprache:eng
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Zusammenfassung:A previously unknown heterocyclic ring system, naphtho[2′,1′:4,5]thieno[2,3‐c]naphtho[2,1‐f]quinoline (14), was synthesized via oxidative photocyclization of 3‐chloro‐N‐(2‐phenanthryl)naphtho[1,2‐b]‐thiophene‐2‐carboxamide (9). Further elaboration of the lactam 10 yielded the unsubstituted ring system 14. Structural confirmation of compound 14 was accomplished by a total assignment of its 1H and 13C nmr spectra utilizing the concerted two‐dimensional nmr spectroscopic methods.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570380119