The synthesis of novel polycyclic heterocyclic ring systems  via  photocyclization.  21    . Naphtho[2′,1′:4,5]thieno[2,3‐ c ]naphtho[1,2‐ f ]‐quinoline, naphtho[2′,1′:4,5]thieno[2,3‐ c ]naphtho[1,2‐ f ][1,2,4]‐triazolo[4,3‐ a ]quinoline and naphtho[2′,1′:4,5]thieno[2,3‐ c ]naphtho[1,2‐ f ]‐tetrazolo[1,5‐ a ]quinoline | Zendy

Luo JiannKuan | Zendy; Federspiel Ronald F. | Zendy; Castle Raymond N. | Zendy

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The synthesis of novel polycyclic heterocyclic ring systems via photocyclization. 21 . Naphtho[2′,1′:4,5]thieno[2,3‐ c ]naphtho[1,2‐ f ]‐quinoline, naphtho[2′,1′:4,5]thieno[2,3‐ c ]naphtho[1,2‐ f ][1,2,4]‐triazolo[4,3‐ a ]quinoline and naphtho[2′,1′:4,5]thieno[2,3‐ c ]naphtho[1,2‐ f ]‐tetrazolo[1,5‐ a ]quinoline

Author(s) -

Luo JiannKuan,

Federspiel Ronald F.,

Castle Raymond N.

Publication year - 2000

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.5570370128

Subject(s) - chemistry , ring (chemistry) , thiophene , yield (engineering) , tetrazole , stereochemistry , triazole , medicinal chemistry , organic chemistry , materials science , metallurgy

Photocyclization of 3‐chloro‐ N ‐(3‐phenanthryl)naphtho[1,2‐ b ]thiophene‐2‐carboxamide ( 12 ) furnished only one of the two possible isomers, i.e. , naphtho[2′,1′:4,5]thieno[2,3‐ c ]naphtho[1,2‐ f ]quinolin‐6(5 H )‐one ( 13 ), which was further elaborated to yield the unsubstituted ring system 7 , its triazole 8 and tetrazole 9. The structural confirmation of 7 was accomplished by the total assignment of its 1 H and 13 C nmr spectra utilizing the concerted two‐dimensional nmr spectroscopic experiments.

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