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Catalytic synthesis of thiazolidines by the reaction of Nef-isocyanide reaction

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Abstract

A practical and efficient method for the synthesis of thiazolidine derivatives via Nef-isocyanide three-component reaction using supported phosphoric acid on graphene oxide (GO-H2PO4) is described. In this study, a relatively simple method starting with cyclic and acyclic thiourea was employed. The catalyst was characterized using FTIR, scanning electron microscopy, energy-dispersive X-ray spectroscopy, and X-ray diffraction techniques. Using a combination of acetonitrile as solvent and GO-H2PO4 as a catalytic system, the best results were obtained. All products were characterized using melting point, FTIR, MASS, 1H NMR, and 13C NMR techniques. The use of commercially available chemicals, reusability of the catalyst, high yields, decreased environmental hazards, with no need for the separation of stereoisomers, and, consequently, a reduced number of overall steps are the advantages of this approach that make it an appropriate choice at an increased scale.

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Acknowledgements

The authors wish to gratefully thank the Research Affairs Division at Amir Kabir University of Technology (AUT), Tehran, for financial support.

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Authors and Affiliations

  1. Department of Chemistry, Amirkabir University of Technology, Hafez Avenue, No. 424, PO Box 159163-4413, Tehran, Islamic Republic of Iran

    Amneh Daghlavi, Elaheh Kowsari & Majid Abdouss

  2. Applied Chemistry Research Group, ACECR-Tehran Organization, PO Box 13145-186, Tehran, Islamic Republic of Iran

    Mohammad Hadi Ghasemi & Elham Asadi

Authors
  1. Amneh Daghlavi
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  2. Elaheh Kowsari
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  3. Majid Abdouss
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  4. Mohammad Hadi Ghasemi
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  5. Elham Asadi
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Correspondence to Elaheh Kowsari.

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Daghlavi, A., Kowsari, E., Abdouss, M. et al. Catalytic synthesis of thiazolidines by the reaction of Nef-isocyanide reaction. Res Chem Intermed 46, 3593–3605 (2020). https://doi.org/10.1007/s11164-020-04163-2

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