A novel inorganic–organic nanohybrid material SBA-15@triazine/H5PW10V2O40 as efficient catalyst for the one-pot multicomponent synthesis of multisubstituted pyridines

Abstract

A novel inorganic–organic nanohybrid material SBA-15@triazine/H5PW10V2O40 (SBA-15@ADMPT/H5PW10V2O40) was prepared and used as an efficient, eco-friendly, and highly recyclable catalyst for the one-pot multicomponent synthesis of multisubstituted pyridines from the reaction of aldehydes, cyclic ketones, malononitrile, and ammonium acetate with good to excellent yields (77–97%). The nanohybrid catalyst was prepared by the chemical anchoring of Keggin heteropolyacid H5PW10V2O40 onto the surface of SBA-15 mesoporous silica modified with 2-APTS -4,6-bis(3,5-dimethyl-1H-pyrazol-1-yl)-1,3,5-triazine (ADMPT) linker. Standard characterization data such as FT-IR, XRD, SEM, TEM, BET, EDX, and DTA-TGA spectroscopy confirmed that the heteropolyacid H5PW10V2O40 is well dispersed on the surface of the solid support and its structure is preserved after immobilization on the SBA-15 mesoporous silica modified with ADMPT. Furthermore, the nanocatalyst can be recovered easily and reused five times without considerable loss of catalytic activity. In general, these advantages highlight this protocol as an attractive and useful methodology, among the other methods reported in the literature, for the eco-friendly and rapid synthesis of biologically active multisubstituted pyridines.

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Acknowledgements

The authors are grateful to the University of Kashan for supporting this work by Grant No. 573600/1.

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Correspondence to Mohammad Ghanbari.

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Ghanbari, M., Mollakarimi Dastjerdi, N., Ahmadi, S. et al. A novel inorganic–organic nanohybrid material SBA-15@triazine/H5PW10V2O40 as efficient catalyst for the one-pot multicomponent synthesis of multisubstituted pyridines. J IRAN CHEM SOC 15, 1119–1131 (2018). https://doi.org/10.1007/s13738-018-1309-z

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Keywords

  • Nanohybrid catalyst
  • Heteropolyacid
  • SBA-15
  • H5PW10V2O40
  • Pyridine
  • Multicomponent reaction