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Novel Cu(I)-catalyzed one-pot multicomponent synthesis of the antiepileptic drug rufinamide

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Abstract

This work represents a new synthesis of the antiepileptic drug rufinamide, through a one-pot multicomponent approach employing a Cu(I) as a catalyst. In this methodology, 2,6-difluoro benzyl bromide reacts with NaN3 and propiolamide in the presence of 0.5 mol% [Cu(phen)(PPh3)2]NO3 as a catalyst under click condition to afford regioselectively rufinamide in 95% yield. The new protocol offers several advantages such as high yields, clean reaction profile, short reaction time, use of less toxic catalyst, environmentally friendly and one pot approach.

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Acknowledgements

The authors thank the management and VC for providing financial support from VIT University as seed grant for establishing the research facility. Financial support from DST-SERB-YSS/2015/00450 is also gratefully acknowledged. The authors thank the reviewers for giving constructing comments for the overall improvement of the manuscript.

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Correspondence to Kaushik Chanda.

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Meena, D.R., Rao, R.N., Maiti, B. et al. Novel Cu(I)-catalyzed one-pot multicomponent synthesis of the antiepileptic drug rufinamide. Res Chem Intermed 43, 4711–4717 (2017). https://doi.org/10.1007/s11164-017-2906-7

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