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Synthesis and properties of cyclohepta[cd]benzothiophenes

✍ Scribed by Takaaki Horaguchi; Takuji Kubo; Kiyoshi Tanemura; Tsuneo Suzuki


Book ID
102339379
Publisher
Journal of Heterocyclic Chemistry
Year
1998
Tongue
English
Weight
414 KB
Volume
35
Category
Article
ISSN
0022-152X

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✦ Synopsis


Abstract

Cyclohepta[cd]benzothiophene 3, a new heterocyle, was synthesized starting from benzothiophene via eight steps in 14% total yield. Chemical reactions of 3 were examined on formylation, acetylation, bromination, catalytic hydrogenation and Diels‐Alder reactions. The results show that the benzothiophene moiety of 3 has aromatic character and the carbonο£Ύcarbon double bonds in a seven‐membered ring posseses alkene‐1ike character.


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Synthesis and properties of 8H-cyclohept
✍ Shigeyasu Kuroda; Toyonobu Asao πŸ“‚ Article πŸ“… 1977 πŸ› Elsevier Science 🌐 French βš– 227 KB

Cycloheptatropone (A) is of interest because it is an isomer of hydroxyheptalene (B) and promising precursor for heptalenedione (C) which can be expected as stable non-benzenoid aromatic compounds by a contribution of dipolar lOa heptalenium dication.