Direct C-3-Arylations of 1H-Indazoles

Authors

  • Ali Ben-Yahia,

    1. Institute of Nanomaterials and Nanotechnology (INANOTECH), MAScIR Foundation, Avenue de l'Armée Royale, Madinat El Irfane 10 100 Rabat, Morocco, Fax: +212-05-30300671, http://www.mascir.ma
    2. Laboratoire de Chimie Organique Hétérocyclique URAC 21, Pôle de Compétences Pharmacochimie, Université Mohammed V-Agdal BP 1014, Avenue Ibn Batouta, Rabat, Morocco
    3. Institut de Chimie Organique et Analytique, Université d'Orléans, UMR CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France Homepage: www.univ-orleans.fr
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  • Mohammed Naas,

    1. Laboratoire de Chimie Organique Hétérocyclique URAC 21, Pôle de Compétences Pharmacochimie, Université Mohammed V-Agdal BP 1014, Avenue Ibn Batouta, Rabat, Morocco
    2. Institut de Chimie Organique et Analytique, Université d'Orléans, UMR CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France Homepage: www.univ-orleans.fr
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  • Saïd El Kazzouli,

    1. Institute of Nanomaterials and Nanotechnology (INANOTECH), MAScIR Foundation, Avenue de l'Armée Royale, Madinat El Irfane 10 100 Rabat, Morocco, Fax: +212-05-30300671, http://www.mascir.ma
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  • El Mokhtar Essassi,

    1. Institute of Nanomaterials and Nanotechnology (INANOTECH), MAScIR Foundation, Avenue de l'Armée Royale, Madinat El Irfane 10 100 Rabat, Morocco, Fax: +212-05-30300671, http://www.mascir.ma
    2. Laboratoire de Chimie Organique Hétérocyclique URAC 21, Pôle de Compétences Pharmacochimie, Université Mohammed V-Agdal BP 1014, Avenue Ibn Batouta, Rabat, Morocco
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  • Gérald Guillaumet

    1. Institut de Chimie Organique et Analytique, Université d'Orléans, UMR CNRS 7311, BP 6759, 45067 Orléans Cedex 2, France Homepage: www.univ-orleans.fr
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Abstract

The first example of intermolecular C–H arylation of substituted 1H-indazoles is reported. Various 1-substituted indazoles were used as starting materials, and (hetero)aryl bromides and iodides were investigated as coupling partners. Different reaction conditions were investigated. The best results were obtained using Pd(OAc)2 as catalyst, 1,10-phenanthroline as ligand, K2CO3 as base, and DMA as solvent. The crucial role of the ligand on the C–H arylation of substituted 1H-indazoles is highlighted.

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