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Derivatives of benzo[4,5]cyclohepta[1,2‐ b ]thiophene 3. Synthesis of 2,3,6,7‐tetrahydro‐3‐oxobenzo[1,2]cyclohepta[3,4,5‐ hi ]thieno[3,4‐ c ]pyridine and 2,3,7,8‐tetrahydro‐3‐oxothieno[2,1‐ b ]cyclohepta[5,6,7‐ de ]isoquinoline
Author(s) -
Arribas Enrique,
Vega Salvador
Publication year - 1984
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.5570210554
Subject(s) - chemistry , thiophene , ketone , isocyanate , medicinal chemistry , hydrolysis , stereochemistry , organic chemistry , polyurethane
The title compounds 3 and 4 were synthesized by cyclization via isocyanate of the Z and E ‐9,10‐dihydro‐4 H ‐benzo[4,5]cyclohepta[1,2‐ b ]thiophene‐4‐ylidenacetic acids 8 and 9 , which in turn were prepared by the Wadsworth‐Emmons reaction of ketone 5 with triethyl phosphonacetate followed by separation and independent hydrolysis of the corresponding esters 6 and 7 . The structures of these new compounds as well as the configurations of their isomeric precursors are described.