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
✍ Scribed by Jiann-Kuan Luo; Maria-Paz Cabal; Ronald F. Federspiel; Raymond N. Castle
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2001
- Tongue
- English
- Weight
- 54 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
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.
📜 SIMILAR VOLUMES
## 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
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v
## 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
## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable v
## Abstract Photocyclization of 3‐chloro‐__N__‐(9‐phenanthryl)benzo[__b__]‐thiophene‐2‐carboxamide (**3**) and 3‐chloro‐__N__‐(9‐phenanthryl)‐naphtho[1,2‐__b__]thiophene‐2‐carboxamide (**10**) yielded dibenzo[__f,h__]benzothieno[2,3‐__c__]‐quinolin‐10(9__H__)‐one (**4**) and dibenzo[__f,h__]naphtho