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Novel and convenient one-pot strategy for regioselective synthesis of new 5-aryl-3-methyl-1-phenyl-1,2-dihydro-7aH-pyrazolo[3,4-c]pyridazin-7a-ol derivatives

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Abstract

We describe a novel and simple regioselective synthesis of 5-aryl-3-methyl-1-phenyl-1,2-dihydro-7aH-pyrazolo[3,4-c]pyridazin-7a-ol derivatives via one-pot three-component reaction of arylglyoxalmonohydrates, 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and hydrazine hydrate in presence of 1,4-diazabicyclo[2.2.2]octane (DABCO) as base-organocatalyst at room temperature in acetonitrile. This one-pot method has the advantages of simple methodology, high atom economy, cost-effectiveness, high regioselectivity, and easy workup.

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Acknowledgements

Financial support from the Research Council of Payame Noor University is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Payame Noor University, PO Box 19395-3697, Tehran, Iran

    Mehdi Rimaz, Hossein Mousavi & Laya Nikpey

  2. Department of Chemistry, Faculty of Sciences, University of Guilan, PO Box 41335-1914, Rasht, Iran

    Behzad Khalili

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  1. Mehdi Rimaz
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  2. Hossein Mousavi
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Correspondence to Mehdi Rimaz.

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Rimaz, M., Mousavi, H., Nikpey, L. et al. Novel and convenient one-pot strategy for regioselective synthesis of new 5-aryl-3-methyl-1-phenyl-1,2-dihydro-7aH-pyrazolo[3,4-c]pyridazin-7a-ol derivatives. Res Chem Intermed 43, 3925–3937 (2017). https://doi.org/10.1007/s11164-016-2848-5

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