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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

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


Publisher
Journal of Heterocyclic Chemistry
Year
1998
Tongue
English
Weight
347 KB
Volume
35
Category
Article
ISSN
0022-152X

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✦ Synopsis


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[f]thieno[3′,2′:4,5]thieno[2,3‐c][1,2,4]‐triazolo[4,3‐a]quinoline (13), were synthesized via oxidative photocyclization. Unequivocal total assignments of the proton and carbon nmr spectra of 6 and 11 were made through the concerted usage of COSY, HMQC and HMBC two‐dimensional nmr spectroscopic methods.


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