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Multicomponent synthesis of new curcumin-based pyrano[2,3-d]pyrimidine derivatives using a nano-magnetic solid acid catalyst

Abstract

A new magnetic reusable nanocatalyst was developed using chemically modification of magnetic nanoparticles (MNPs) surface with sulfanilic acid. The sulfanilic acid moieties on the surface of MNPs act as acidic catalytic sites for catalysis purposes. This catalyst system was synthesized in a four-steps process including preparation of core-shell MNPs (Fe3O4@SiO2), reaction of MNPs with trimethoxy vinyl silane for the synthesis of vinyl-functionalized magnetic nanoparticles (VMNP), conversion of vinyl groups to oxiran rings (MNPO) and reaction of sulfanilic acid with MNPO. The MNP-SAA catalyst was characterized using some different techniques including FT-IR, EDX, TEM, VSM, SEM, TGA, XRD, XPS, and elemental analysis. The DLS analysis and TEM images demonetrate that catalyst nanoparticles have an average size of 14 nm, which is suitable for catalysis purpose. The amount of acidic sites on catalyst surface is suggested to be about 1.65 mmol g−1. The catalyst was used in a multicomponent reaction between curcumin, barbituric acids and aldehydes for efficient synthesis of a class of curcumin-based pyrano[2,3-d]pyrimidine derivatives in good to excellent yields.

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Publication details

The article was received on 02 Jul 2017, accepted on 12 Sep 2017 and first published on 13 Sep 2017


Article type: Paper
DOI: 10.1039/C7NJ02370G
Citation: New J. Chem., 2017, Accepted Manuscript
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    Multicomponent synthesis of new curcumin-based pyrano[2,3-d]pyrimidine derivatives using a nano-magnetic solid acid catalyst

    F. Panahi, E. Niknam, S. Sarikhani, F. Haghighi and A. Khalafi-Nezhad, New J. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7NJ02370G

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