A Versatile Synthesis of Pyrrolo-, Furo- and Thienopyridines via Photocyclization Induced of 3-Amino-2-alkene Imines in an Acid Medium

  1. Campos, P.J. 1
  2. Añón, E. 1
  3. Carmen Malo, M. 1
  4. Rodríguez, M.A. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

Revista:
Tetrahedron

ISSN: 0040-4020

Ano de publicación: 1999

Volume: 55

Número: 49

Páxinas: 14079-14088

Tipo: Artigo

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DOI: 10.1016/S0040-4020(99)00874-1 SCOPUS: 2-s2.0-0033520931 WoS: WOS:000083695600018 GOOGLE SCHOLAR

Outras publicacións en: Tetrahedron

Repositorio institucional: lock_openAcceso aberto Editor

Resumo

We describe the synthesis of pyrrolo-, furo- and thieno[3,2-b]pyridines substituted by alkyl-, arylamino or NH 2 groups from irradiation of 2- pyrrolyl-, 2-furyl-, and 2-thienylalkene imines under mild reaction conditions. We also describe the irradiation of 3-pyrrolyl-, 3-furyl-, and 3- thienylalkene imines, which yields pyrrolo[3,2-c]pyridines in all cases. The mechanism for this procedure is proposed. The compounds obtained can potentially be used in medicinal chemistry.