Recherches en série hétérocyclique. XXIX. Sur des voies d'accès à des thiéno, sélénolo, furo et pyrrolopyrroles

Recherches en série hétérocyclique. XXIX. Sur des voies d'accès à des thiéno, sélénolo, furo et pyrrolopyrroles

The reaction of ethyl azidoacetate with the monoaldehydes of furan, thiophene and seleno-phene yields furo-, thieno-, and selenolo[2,3-b]- and [3,2-b]pyrroles. Only pyrrolo[2,3-b]pyrrole could be prepared by this route using ethyl 4-formylpyrrole-2-carboxylate as the substrate. The thieno- and selen...

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Veröffentlicht in:Canadian journal of chemistry 1978-05, Vol.56 (10), p.1429-1434
Hauptverfasser: Soth, Samreth, Farnierz, Michel, Paulmier, Claude
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container_end_page 1434
container_issue 10
container_start_page 1429
container_title Canadian journal of chemistry
container_volume 56
creator Soth, Samreth
Farnierz, Michel
Paulmier, Claude
description The reaction of ethyl azidoacetate with the monoaldehydes of furan, thiophene and seleno-phene yields furo-, thieno-, and selenolo[2,3-b]- and [3,2-b]pyrroles. Only pyrrolo[2,3-b]pyrrole could be prepared by this route using ethyl 4-formylpyrrole-2-carboxylate as the substrate. The thieno- and selenolo[3,2-b]pyrroles also could be obtained by the action of ethyl bromoacetate on 3-acetamidothiophene-2-aldehyde, or the corresponding selenolo compound, followed by cyclization of the N-substituted acetamide products.The nmr, uv, and mass spectra are reeorded for the various products described. [Journal translation]
doi_str_mv 10.1139/v78-234
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title Recherches en série hétérocyclique. XXIX. Sur des voies d'accès à des thiéno, sélénolo, furo et pyrrolopyrroles
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