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Journal of the Iranian Chemical Society

, Volume 11, Issue 3, pp 701–709 | Cite as

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

  • Ghodsi Mohammadi ZiaraniEmail author
  • Sakineh Faramarzi
  • Negar Lashgari
  • Alireza Badiei
Original Paper

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.

Keywords

Spiro[indole-tetrahydropyrano(2,3-d)pyrimidine] Multicomponent reaction SBA-Pr-SO3Green synthesis Isatin 

Notes

Acknowledgments

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

Supplementary material

13738_2013_342_MOESM1_ESM.docx (4.3 mb)
Supplementary material 1 (DOCX 4443 kb)

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Copyright information

© Iranian Chemical Society 2013

Authors and Affiliations

  • Ghodsi Mohammadi Ziarani
    • 1
    Email author
  • Sakineh Faramarzi
    • 1
  • Negar Lashgari
    • 1
    • 2
  • Alireza Badiei
    • 2
  1. 1.Department of ChemistryAlzahra UniversityTehranIran
  2. 2.School of Chemistry, College of ScienceUniversity of TehranTehranIran

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