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Caffeine-H3PO4: a novel acidic catalyst for various one-pot multicomponent reactions

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Abstract

Caffeine-H3PO4 along with caffeine-HClO4 and caffeine-HNO3 have been prepared and applied for one-pot preparation of bis(indolyl) methanes, 4,4′-(arylmethylene) bis(1H-pyrazol-5-ols), 3,3′-(arylmethylene) bis(4-hydroxycoumarins), 2,4,5-trisubstituted imidazoles, 1‐amidoalkyl‐2‐naphthols, and polyhydroquinolines. The catalysts were characterized using Fourier-transform infrared (FTIR) spectroscopy, 1H and 13C nuclear magnetic resonance (NMR), powder X-ray diffraction (PXRD) analysis, thermogravimetric analysis (TGA), and liquid chromatography (LC)–mass spectroscopy (MS) techniques. The results indicated high product yield, short reaction time, facile separation of catalyst, and easy work-up procedure, suggesting that caffeine-H3PO4 can be considered to be an efficient acidic catalyst for organic transformations.

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Acknowledgements

We gratefully acknowledge the support of this work by Payame Noor University (PNU). S.J.S. is also grateful to PTRI of ACECR research council, for financial support.

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Authors and Affiliations

  1. ACECR-Production Technology Research Institute, Ahvaz, Iran

    Seyyed Jafar Saghanezhad

  2. Department of Chemistry, Payame Noor University (PNU), P.O. Box 19395-3697, Tehran, Iran

    Mohammad Hosein Sayahi, Iman Imanifar, Mostafa Mombeni & Sajedeh Deris Hamood

Authors
  1. Seyyed Jafar Saghanezhad
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  2. Mohammad Hosein Sayahi
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  3. Iman Imanifar
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  4. Mostafa Mombeni
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  5. Sajedeh Deris Hamood
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Correspondence to Seyyed Jafar Saghanezhad or Mohammad Hosein Sayahi.

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Saghanezhad, S.J., Sayahi, M.H., Imanifar, I. et al. Caffeine-H3PO4: a novel acidic catalyst for various one-pot multicomponent reactions. Res Chem Intermed 43, 6521–6536 (2017). https://doi.org/10.1007/s11164-017-3002-8

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  • DOI: https://doi.org/10.1007/s11164-017-3002-8

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