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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
Author(s) -
Luo JiannKuan,
Cabal MariaPaz,
Federspiel Ronald F.,
Castle Raymond N.
Publication year - 2001
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570380119
Subject(s) - chemistry , quinoline , ring (chemistry) , thiophene , stereochemistry , medicinal chemistry , organic chemistry
Abstract 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 1 H and 13 C nmr spectra utilizing the concerted two‐dimensional nmr spectroscopic methods.