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Synthesis of mono- and bis-spiro-2-amino-4H-pyrans catalyzed by S-alkyl O-hydrogen sulfothioate functionalized silica-coated magnetic nanoparticles under ultrasound irradiation

Research on Chemical Intermediates volume 41, pages 7427–7435 (2015)Cite this article

Abstract

New S-alkyl O-hydrogen sulfothioate functionalized silica-coated magnetic nanoparticles were prepared in a simple method and evaluated as an efficient catalyst in synthesis of mono- and bis-spiro-2-amino-4H-pyrans through three or pseudo-five component reaction of isatins or bis-isatins and malononitrile with dimedone or 4-hydroxycoumarin. The yields were excellent, and the catalyst could be recovered simply from the reaction mixture using an external magnet and reused at least five times without noticeable loss of catalytic activity.

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Scheme 1
Scheme 2
Fig. 1

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Acknowledgment

We gratefully acknowledge the financial support from the Research Council of Arak University.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Arak University, 38156-8-8349, Arāk, Iran

    Ali Reza Karimi, Reyhaneh Davood Abadi & Zeinab Dalirnasab

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  1. Ali Reza Karimi
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  2. Reyhaneh Davood Abadi
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  3. Zeinab Dalirnasab
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Correspondence to Ali Reza Karimi.

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Karimi, A.R., Davood Abadi, R. & Dalirnasab, Z. Synthesis of mono- and bis-spiro-2-amino-4H-pyrans catalyzed by S-alkyl O-hydrogen sulfothioate functionalized silica-coated magnetic nanoparticles under ultrasound irradiation. Res Chem Intermed 41, 7427–7435 (2015). https://doi.org/10.1007/s11164-014-1834-z

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  • DOI: https://doi.org/10.1007/s11164-014-1834-z

Keywords

  • Magnetic nanoparticles
  • Mono- and bis-spiro-2-amino-4H-pyrans
  • Ultrasound irradiation
  • 1,3-Dicarbonyl compounds