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

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.

Key words

imidazoles - iron catalysis - oxidative coupling - N-α-C(sp³)–H functionalisation - one-pot reaction

Publication History

Received: 29 December 2023

Accepted after revision: 04 March 2024

Article published online:
25 March 2024

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