Synthesis of cyclopentathiophenacetic acid derivatives. Reactivity of methyl 6‐oxo‐4,5‐dihydro‐6H‐cyclopenta[b]thiophen‐4‐acetate
Identifieur interne : 002244 ( Main/Exploration ); précédent : 002243; suivant : 002245Synthesis of cyclopentathiophenacetic acid derivatives. Reactivity of methyl 6‐oxo‐4,5‐dihydro‐6H‐cyclopenta[b]thiophen‐4‐acetate
Auteurs : Abderrahim Jilale [France] ; Pierre Netchitaïlo [France] ; Bernard Decroix [France] ; Daniel Vegh [Tchécoslovaquie]Source :
- Journal of Heterocyclic Chemistry [ 0022-152X ] ; 1993-07.
Abstract
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‐6H‐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).
Url:
DOI: 10.1002/jhet.5570300406
Affiliations:
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<front><div type="abstract">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‐6H‐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).</div>
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