Design of a Schiff Base Complex of Copper Coated on Epoxy-Modified Core-Shell MNPs as an Environmentally Friendly and Novel Catalyst for the One-Pot Synthesis of Various Chromene-Annulated Heterocycles

ACS Omega. 2021 Sep 14;6(39):25608-25622. doi: 10.1021/acsomega.1c03672. eCollection 2021 Oct 5.

Abstract

An ecofriendly inorganic-organic hybrid and novel Schiff base complex of copper coated on epoxy-modified Fe3O4@SiO2 MNPs was successfully designed and prepared from readily available chemicals. In this method, a Schiff base complex as a linker is utilized to protect copper nanoparticles to the core-shell Fe3O4 exterior without agglomeration. The resulted Schiff base complex of copper coated on epoxy-modified Fe3O4@SiO2 MNPs was characterized and confirmed via different analyses such as FT-IR, TGA, XRD, VSM, FE-SEM, TEM, ICP, EDX, and BET. The novel catalyst was examined for the synthesis of various chromene-annulated heterocycles through the one-pot three component reaction of aromatic aldehydes, various phenols (2-hydroxynaphthalene-1,4-dione/resorcinol/β-naphthol), and malononitrile in ethanol at reflux conditions. This method includes important aspects like no usage of column chromatography, very short reaction times, simplicity of product isolation using ethanol, excellent yields, simple procedures, and magnetic recoverability of the catalyst. All in all, our method makes a novel and significant advancement in the synthesis of various chromene-annulated heterocycles.