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A simple and clean method for multicomponent synthesis of spiro [indole-tetrahydropyrano(2,3-d)pyrimidine] derivatives using SBA-Pr-SO3H as catalyst under solvent-free conditions

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Abstract

Sulfonic acid functionalized SBA-15 (SBA-Pr-SO3H) as a new nanoporous solid acid catalyst was applied in the green one-pot synthesis of spiro[indole-tetrahydropyrano(2,3-d)pyrimidine] derivatives via three-component reaction of isatins, malononitrile or cyanoacetic esters and barbituric acids under solvent-free conditions. SBA-Pr-SO3H was proved to be an efficient heterogeneous nanoporous solid acid catalyst with a pore size of 6 nm, which could be easily handled and removed from the reaction mixture by simple filtration and can be recovered and reused several times without any loss of activity. The advantages of this methodology are high product yields, being environmentally benign, short reaction times, and easy handling.

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Acknowledgments

We gratefully acknowledge for financial support from the Research Council of Alzahra University and University of Tehran.

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Authors and Affiliations

  1. Department of Chemistry, Alzahra University, 1993891176, Tehran, Iran

    Ghodsi Mohammadi Ziarani, Sakineh Faramarzi & Negar Lashgari

  2. School of Chemistry, College of Science, University of Tehran, 14155-6455, Tehran, Iran

    Negar Lashgari & Alireza Badiei

Authors
  1. Ghodsi Mohammadi Ziarani
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  2. Sakineh Faramarzi
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  3. Negar Lashgari
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  4. Alireza Badiei
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Correspondence to Ghodsi Mohammadi Ziarani.

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Mohammadi Ziarani, G., Faramarzi, S., Lashgari, N. et al. A simple and clean method for multicomponent synthesis of spiro [indole-tetrahydropyrano(2,3-d)pyrimidine] derivatives using SBA-Pr-SO3H as catalyst under solvent-free conditions. J IRAN CHEM SOC 11, 701–709 (2014). https://doi.org/10.1007/s13738-013-0342-1

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  • DOI: https://doi.org/10.1007/s13738-013-0342-1

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