Aerobic Oxidation of Imidazolines to 2-Arylimidazoles Using CuSO4∙H2O as a Catalyst

Kristina A. Myachina; Artem V. Semenov; Matvey K. Shurikov; Dmitry V. Dar’in; Sergey V. Baykov; Mekhman S. Yusubov; Natalia S. Soldatova; Pavel S. Postnikov

doi:10.1055/a-2705-5409

Synthesis, Table of Contents

Synthesis 2025; 57(23): 3611-3616
DOI: 10.1055/a-2705-5409

Paper

Aerobic Oxidation of Imidazolines to 2-Arylimidazoles Using CuSO₄∙H₂O as a Catalyst

Authors

Kristina A. Myachina

¹Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634050, Russian Federation
Artem V. Semenov

¹Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634050, Russian Federation

²Institute of Chemistry, Saint Petersburg State University, Universitetskaya Nab. 7/9, Saint Petersburg 199034, Russian Federation
Matvey K. Shurikov

¹Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634050, Russian Federation
Dmitry V. Dar’in

²Institute of Chemistry, Saint Petersburg State University, Universitetskaya Nab. 7/9, Saint Petersburg 199034, Russian Federation
Sergey V. Baykov

²Institute of Chemistry, Saint Petersburg State University, Universitetskaya Nab. 7/9, Saint Petersburg 199034, Russian Federation
Mekhman S. Yusubov

¹Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634050, Russian Federation
Natalia S. Soldatova

¹Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634050, Russian Federation
Pavel S. Postnikov

¹Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634050, Russian Federation

³N.N. Vorozhtsov Institute of Organic Chemistry, Pr. Ak. Lavrentieva 9, Novosibirsk 630090, Russian Federation

Abstract

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Abstract

Imidazoles are considered the merit heterocyclic moiety in medicinal chemistry and drug design. Here, we report on a convenient method for the aerobic oxidation of imidazolines under mild conditions using the cheap and available CuSO₄∙5H₂O as the catalyst. The proposed method allows one to prepare 2-arylimidazoles bearing electron-donating and -withdrawing groups in good and quantitative yields. The developed procedure is applicable for the preparation of labile and oxidation-intolerant heterocyclic moieties.

Keywords

Imidazoles - Aerobic oxidation - Copper catalysis - Imidazolines - Green chemistry

Full Text

References

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