Synthesis and properties of cyclohepta[cd]benzothiophenes
β 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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β¦ 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 DielsβAlder reactions. The results show that the benzothiophene moiety of 3 has aromatic character and the carbonο£Ύcarbon double bonds in a sevenβmembered ring posseses alkeneβ1ike character.
π SIMILAR VOLUMES
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.