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Synthesis and properties of cyclohepta[ cd ]benzothiophenes
Author(s) -
Horaguchi Takaaki,
Kubo Takuji,
Tanemura Kiyoshi,
Suzuki Tsuneo
Publication year - 1998
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570350325
Subject(s) - benzothiophene , chemistry , moiety , formylation , alkene , halogenation , yield (engineering) , organic chemistry , benzofuran , ring (chemistry) , catalysis , medicinal chemistry , thiophene , stereochemistry , materials science , metallurgy
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 carboncarbon double bonds in a seven‐membered ring posseses alkene‐1ike character.
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