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Preparation and characterization of MNPs–PhSO3H as a heterogeneous catalyst for the synthesis of benzo[b]pyran and pyrano[3,2-c]chromenes

Abstract

In this study, an efficient and novel procedure has been reported for loading sulfanilic acid on the surface of magnetite Fe3O4 nanoparticles using tris(hydroxymethyl) aminomethane and 1,2-dichloroethane. Next, the synthesized nanocatalyst was fully characterized using FT-IR, XRD, TGA, VSM, SEM, and TEM. The results show that the synthesis of magnetic nanocatalyst has been successful with a range of 2–20 nm in size. Finally, the catalytic activity of this superparamagnetic nanocatalyst was explored for the synthesis of tetrahydrobenzo[b]pyran and 2-amino-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile derivatives. The synthesized nanocatalyst has advantages such as non-toxicity, short reaction time, easy workup, cleaner reaction profiles under mild reaction conditions.

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Acknowledgements

The authors gratefully appreciate the partial support from the Research Council of University of Sistan and Baluchestan.

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Correspondence to Nourallah Hazeri.

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Faroughi Niya, H., Hazeri, N., Rezaie Kahkhaie, M. et al. Preparation and characterization of MNPs–PhSO3H as a heterogeneous catalyst for the synthesis of benzo[b]pyran and pyrano[3,2-c]chromenes. Res Chem Intermed 46, 1685–1704 (2020). https://doi.org/10.1007/s11164-019-04056-z

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Keywords

  • Catalyst design
  • Magnetic nanoparticles
  • Heterogeneous nanocatalyst
  • Tris(hydroxymethyl) aminomethane