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N-Arylation Reaction of 2-Amino-N-phenylbenzamide with Phenyl Boronic Acid via Chan–Evans–Lam (CEL) Type Reaction Using Cu@Phen@MGO Catalyst

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Abstract

Cu@Phen@MGO catalyst was synthesized by the functionalization of magnetic graphene oxide (MGO) with phenanthroline type ligand. The catalyst was characterized by several characterization methods and used as an effective magnetic heterogeneous nanocatalyst for the N-arylation of 2-amino-N-phenylbenzamide. Cu@Phen@MGO catalyst showed very good efficiency in base-free Chan–Evans–Lam coupling of arylboronic acid with 2-amino-N-phenylbenzamide at room temperature. The products were obtained in high isolated yields. Easy recoverability of the catalyst by an external magnet, reusability up to six runs without significant loss of activity, and its well stability during the reaction are among the other highlights of this catalyst.

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Authors and Affiliations

  1. Department of Chemistry Tehran North Branch, Islamic Azad University, Tehran, Iran

    Nastaran Ghasemi

  2. Endocrinology and Metabolism Research Centre, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

    Ali Moazzam, Ali Yavari, Samanehsadat Hosseini, Bagher Larijani & Mohammad Mahdavi

  3. Department of Electronic Engineering, Universitat Rovira I Virgili, 43007, Tarragona, Spain

    Saeed Bahadorikhalili

  4. Department of Chemistry, Payame Noor University (PNU), P.O. Box 19395-3697, Tehran, Iran

    Mohammad Hossein Sayahi

  5. CinnaGen Medical Biotechnology Research Center, Alborz University of Medical Sciences, Karaj, Iran

    Haleh Hamedifar & Samira Ansari

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  1. Nastaran Ghasemi
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Ghasemi, N., Moazzam, A., Bahadorikhalili, S. et al. N-Arylation Reaction of 2-Amino-N-phenylbenzamide with Phenyl Boronic Acid via Chan–Evans–Lam (CEL) Type Reaction Using Cu@Phen@MGO Catalyst. Catal Lett 153, 805–813 (2023). https://doi.org/10.1007/s10562-022-04010-6

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