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Base-free benzylation of 1,3-dicarbonyl compounds using sulfamic acid supported on silica by linker: a combined experimental and theoretical approach

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Abstract

Sulfamic acid stabilized on the surface of silica by the n-propyl organic group linker which is named silica-bonded N-propylsulfamic acid was applied as an efficient heterogeneous catalyst with good recyclability and reusability for direct benzylation of 1,3-dicarbonyl compounds using secondary aromatic alcohols or styrenes as alkylating agents in high yields and short reaction times. All the reactions were carried out in nitromethane as solvent under an air atmosphere. The catalyst showed reusable feature by six times without a significant loss in its activity.

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Acknowledgements

Financial support for this work by the Research Council of Persian Gulf University, Bushehr, Iran, is gratefully acknowledged.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences, Persian Gulf University, Bushehr, 75169, Iran

    Morteza Karimzadeh, Hamed Saberi Asl, Hajar Hashemi & Khodabakhsh Niknam

  2. Fisheries and Aquaculture Department, College of Agriculture and Natural Resources, Persian Gulf University, Bushehr, 75169, Iran

    Dariush Saberi

Authors
  1. Morteza Karimzadeh
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  2. Hamed Saberi Asl
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  3. Hajar Hashemi
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  4. Dariush Saberi
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  5. Khodabakhsh Niknam
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Corresponding authors

Correspondence to Dariush Saberi or Khodabakhsh Niknam.

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Karimzadeh, M., Saberi Asl, H., Hashemi, H. et al. Base-free benzylation of 1,3-dicarbonyl compounds using sulfamic acid supported on silica by linker: a combined experimental and theoretical approach. Monatsh Chem 149, 2237–2244 (2018). https://doi.org/10.1007/s00706-018-2284-x

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  • DOI: https://doi.org/10.1007/s00706-018-2284-x

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