4.5 Article

Synthesis of mesoporous Ca-MCM catalysts and their use in suitable multicomponent synthesis of polyfunctionalized pyrans

Journal

RESEARCH ON CHEMICAL INTERMEDIATES
Volume 43, Issue 4, Pages 2103-2118

Publisher

SPRINGER
DOI: 10.1007/s11164-016-2749-7

Keywords

Mesoporous Ca-MCM; Polyfunctionalized 4H pyrans; Multicomponent reaction

Funding

  1. CONICET [PIP 003]
  2. ANPCyT [PICT 0409]
  3. La Plata University
  4. Colciencias [110965843004]
  5. CONICET-OEA

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Mesoporous Ca-MCM catalysts were prepared using a mixture of CaCO3, TEOS, cetyl trimethyl ammonium bromide (CTAB), triethanolamine (TEA), ethanol and H2O. Three catalysts with different CaCO3 contents, M-Ca 1 %, M-Ca 5 % and M-Ca 10 %, respectively, were prepared and characterized by N-2 physisorption, XRD, FT-IR, XPS, TPD-CO2 and Pyridine-FTIR. A green and simple protocol was developed for the synthesis of 6-amino-4H-pyran scaffolds through a multicomponent coupling reaction of an aldehyde, malononitrile, and 1,3-dicarbonyl compound in different reaction solvents. This procedure was performed at room temperature (20 A degrees C), obtaining good and excellent yields of 4H-pyran derivatives. The mesoporous materials are insoluble in polar media, which allows easy removal of the reaction products without affecting their catalytic activity. The leaching test showed an excellent stability, and Ca-MCM catalysts can be used three times without appreciable loss of their catalytic activity.

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