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Controlled Dimroth Rearrangement in the Suzuki-Miyaura Cross Coupling of Triazolopyridopyrimidines.
Champiré, Anthony; Vala, Christine; Laabid, Achraf; Benharref, Ahmed; Marchivie, Mathieu; Plé, Karen; Routier, Sylvain.
Afiliación
  • Champiré A; Institut de Chimie Organique et Analytique (ICOA) UMR 7311, University of Orléans, CNRS , BP 6759, Orléans F-45067, France.
  • Vala C; Institut de Chimie Organique et Analytique (ICOA) UMR 7311, University of Orléans, CNRS , BP 6759, Orléans F-45067, France.
  • Laabid A; Institut de Chimie Organique et Analytique (ICOA) UMR 7311, University of Orléans, CNRS , BP 6759, Orléans F-45067, France.
  • Benharref A; Faculty of Sciences Semlalia, Cadi Ayyad University , BP 2390, Marrakech 40000, Morocco.
  • Marchivie M; Faculty of Sciences Semlalia, Cadi Ayyad University , BP 2390, Marrakech 40000, Morocco.
  • Plé K; CNRS, University of Bordeaux, ICMCB, UPR 9048 , Pessac F-33600, France.
  • Routier S; Institut de Chimie Organique et Analytique (ICOA) UMR 7311, University of Orléans, CNRS , BP 6759, Orléans F-45067, France.
J Org Chem ; 81(24): 12506-12513, 2016 12 16.
Article en En | MEDLINE | ID: mdl-27978739
ABSTRACT
Polynitrogen heterocycles are often subject to Dimroth rearrangement which consists of ring opening, bond rotation, and ring closure. In this note, we report a synthesis of two new families of triazolopyridopyrimidines. Successful functionalization via a Suzuki-Miyaura coupling was performed with total control of triazole (Dimroth) isomerization based on the judicious choice of reaction conditions.
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Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2016 Tipo del documento: Article País de afiliación: Francia
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Colección: 01-internacional Banco de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2016 Tipo del documento: Article País de afiliación: Francia