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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

✍ Scribed by Jiann-Kuan Luo; Ronald F. Federspiel; Raymond N. Castle

Publisher
Journal of Heterocyclic Chemistry
Year
2000
Tongue
English
Weight
270 KB
Volume
37
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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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## Abstract Photocyclization of 3‐chloro‐N‐(3‐phenanthryl)thieno[2,3‐__b__]thiophene‐2‐carboxamide (5) yielded only one of the two possible structural isomers, thieno[3′,2′:4,5]thieno[2,3‐__c__]naphtho[1,2‐__f__]quinolin‐6(5__H__)‐one (6), which was further elaborated to afford the unsubstituted ri

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The synthesis of novel polycyclic hetero
The synthesis of novel polycyclic heterocyclic ring systems via photocyclization. 20. Benzo[h]thieno[3′,2′:4,5]thieno[2,3-c]-quinoline, benzo[f]thieno[3′,2′:4,5]thieno[2,3-c]quinoline, benzo[f]thieno[3′,2′:4,5]thieno[2,3-c]tetrazolo[1,5-a]quinoline and benzo[f]thieno[3′,2′:4,5]thieno[2,3-c][1,2,4]triazolo[4,3-a]quinoline
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## Abstract Four previously unknown polycyclic heterocyclic ring systems, namely, benzo[__h__]thieno[3′,2′:4,5]‐thieno[2,3‐__c__]quinoline (6), benzo[__h__]thieno[3′,2′:4,5]thieno[2,3‐__c__]quinoline (11), benzo[__f__]thieno‐[3′,2′:4,5]thieno[2,3‐__c__]tetrazolo[1,5‐__a__]quinoline (12) and benzo[_