Abstract
Herein, we report a multi-component reaction (MCRs) to synthesise a range of 3-phenyl-5-(bromomethyl)isoxazoles analogues using DMF/water mixture as solvent, providing desired products in good to excellent yields. The reaction efficiently involves the 1,3-dipolar cycloaddition reaction between propargyl bromide and in situ-generated α-chloro aldoximes. The protocol proceeded well under mild metal-free conditions and showed a tolerance for a wide range of substituents.
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Acknowledgements
Authors are grateful to the Discipline of Pharmaceutical Sciences, College of Health Sciences, University of KwaZulu-Natal (UKZN), Durban, South Africa, for providing access to necessary facilities and postdoctoral funding. Authors gratefully acknowledge National Research Foundation—South Africa (NRF-SA) for funding this project (Grant No. 103728 and 129247). Authors express heartfelt thanks to Dr. Vuyisa Mzozoyana (UKZN, South Africa) for his assistance with NMR experiments.
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Aleti, R.R., Cherukupalli, S., Dhawan, S. et al. A metal-free approach for in situ regioselective synthesis of isoxazoles via 1,3 dipolar cycloaddition reaction of nitrile oxide with propargyl bromide. Chem. Pap. 76, 3005–3010 (2022). https://doi.org/10.1007/s11696-021-02009-8
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DOI: https://doi.org/10.1007/s11696-021-02009-8