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Visible-Light-Mediated α-Amino Alkylation of Azomethine Imines: An Approach to N-(ß-Aminoalkyl)pyrazolidinones.
Matsuo, Bianca T; Correia, José Tiago M; Paixão, Márcio W.
Afiliação
  • Matsuo BT; Center of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos - UFSCar, Rodovia Washington Luís, km 235, SP-310, São Carlos, São Paulo 13565-905, Brazil.
  • Correia JTM; Center of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos - UFSCar, Rodovia Washington Luís, km 235, SP-310, São Carlos, São Paulo 13565-905, Brazil.
  • Paixão MW; Center of Excellence for Research in Sustainable Chemistry (CERSusChem), Department of Chemistry, Federal University of São Carlos - UFSCar, Rodovia Washington Luís, km 235, SP-310, São Carlos, São Paulo 13565-905, Brazil.
Org Lett ; 22(20): 7891-7896, 2020 10 16.
Article em En | MEDLINE | ID: mdl-32985192
Herein, a mild and robust photocatalytic protocol for the combination of amino and pyrazolidinone functionalities through a radical α-amino alkylation of azomethine iminium ions is demonstrated. This method presents a high functional group tolerance providing direct access to a large family of N-(ß-aminoalkyl)pyrazolidinones in good to excellent yields, including the late-stage incorporation of the pyrazolidinone moiety to pharmaceutical ingredients. We propose a plausible scenario for the C-C bond-forming step which involves radical addition followed by a spin-center-shift event.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Estados Unidos

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Org Lett Assunto da revista: BIOQUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: Brasil País de publicação: Estados Unidos