Synthesis 2024; 56(14): 2277-2283
DOI: 10.1055/s-0043-1763690
paper

One-Pot N-α-C(sp3)–H Bond Functionalisation Cascade for the Synthesis of Polysubstituted Imidazoles

Authors

  • Vikas D. Kadu

    a   School of Chemical Sciences, Punyashlok Ahilyadevi Holkar Solapur University, Solapur 413255, Maharashtra, India
  • Naga Chandradudu Sankala

    b   Department of Chemistry, College of Engineering, Rayalseema University, Kurnool 518002, Andhra Pradesh, India
  • Mahesh G. Hublikar

    a   School of Chemical Sciences, Punyashlok Ahilyadevi Holkar Solapur University, Solapur 413255, Maharashtra, India
  • Shahaji I. Bansode

    a   School of Chemical Sciences, Punyashlok Ahilyadevi Holkar Solapur University, Solapur 413255, Maharashtra, India
  • Raghunath B. Bhosale

    a   School of Chemical Sciences, Punyashlok Ahilyadevi Holkar Solapur University, Solapur 413255, Maharashtra, India


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Abstract

A one-pot eco-friendly oxidative N-α-C(sp3)–H bond functionalisation of arylmethylamines for the synthesis of tetrasubstituted imidazoles is demonstrated. The substrate scope of these amines has been well-explored with different substrates, such as 1,2-diketones, an α-hydroxy ketone and phenylacetophenone. In the presence of FeCl3 catalyst and green oxidant O2, the easily accessible substrates afforded tetrasubstituted imidazoles in up to 94% yield.

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Publikationsverlauf

Eingereicht: 29. Dezember 2023

Angenommen nach Revision: 04. März 2024

Artikel online veröffentlicht:
25. März 2024

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