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Synthesis of cyclopentathiophenacetic acid derivatives. Reactivity of methyl 6‐oxo‐4,5‐dihydro‐6 H ‐cyclopenta[ b ]thiophen‐4‐acetate
Author(s) -
Jilale Abderrahim,
Netchitaïlo Pierre,
Decroix Bernard,
Vegh Daniel
Publication year - 1993
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.5570300406
Subject(s) - chemistry , reactivity (psychology) , beckmann rearrangement , bicyclic molecule , medicinal chemistry , organic chemistry , stereochemistry , oxime , medicine , alternative medicine , pathology
Oxodihydrocyclopentathiophenacetic acids 4 , 5 and 6 were synthesized from suitable 2‐ or 3‐formylthiophenes. Reactivity of the carbonyl group or the carboxylic group of these bicyclic systems was investigated. The Beckmann rearrangement of methyl 6‐oximino4,5‐dihydro‐6 H ‐cyclopenta[ b ]thiophen‐4‐acetate 12 is an interesting route to methyl 7‐oxo‐4,5,6,7‐tetrahydrothieno[2,3‐ c ]pyridin‐4‐acetate ( 13 ).