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A novel sulfamic acid functionalized nano-catalyst on the basis of calix[4]resorcinarene for the green one-pot synthesis of 2H-indazolo[2,1-b]phthalazine-triones under thermal solvent-free conditions

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Abstract

N-propyl sulfamic acid supported nano-catalyst on the basis of calix[4]resorcinarene was prepared via the efficient and facile reaction of amine functionalized polycalix[4]resorcinarene with chlorosulfonic acid. The achieved catalytic system was characterized using some spectroscopic techniques such as Fourier transform Infrared (FT-IR) spectroscopy, field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), and CHNS elemental analysis. This newly developed acidic catalyst was employed efficiently in a one-pot three-component condensation reaction of aromatic aldehydes, dimedone and phthalhydrazide for the synthesis of 2H-indazolo[2,1-b]phthalazine-trione derivatives through an easy and eco-friendly methodology. The catalyst was easily separated from the reaction mixture by simple filtration and the desired products were achieved in good to excellent yields in short reaction times.

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Acknowledgements

This work was supported by the Research Council at the University of Shahid Chamran.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Shahid Chamran University, Ahvaz, Iran

    Arash Mouradzadegun & Mahsa Alsadat Mostafavi

  2. Center of Excellence in Electrochemistry, Faculty of Chemistry, University of Tehran, Tehran, Iran

    Arash Mouradzadegun & Mohammad Reza Ganjali

  3. Biosensor Research Center, Endocrinology & Metabolism Molecular-Cellular Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran

    Mohammad Reza Ganjali

Authors
  1. Arash Mouradzadegun
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  2. Mahsa Alsadat Mostafavi
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  3. Mohammad Reza Ganjali
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Correspondence to Arash Mouradzadegun.

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Mouradzadegun, A., Mostafavi, M.A. & Ganjali, M.R. A novel sulfamic acid functionalized nano-catalyst on the basis of calix[4]resorcinarene for the green one-pot synthesis of 2H-indazolo[2,1-b]phthalazine-triones under thermal solvent-free conditions. Reac Kinet Mech Cat 124, 741–755 (2018). https://doi.org/10.1007/s11144-018-1363-7

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