Synthesis Of Self-assembled Magnetic Ruthenium Nanohybrid And Its Application In Multicomponent Reaction For The Synthesis Of Heterocyclic Compounds

Multicomponent reactions?MCRs?are powerful tools for the rapid synthesis of heterocyclic compounds with molecular diversity.The ideal MCRs are flexible enough to produce compounds containing multiple functional groups.Heterocyclic compounds,especially nitrogen heterocyclic compounds,are the most important class of compounds in the pharmaceuticalandagrochemicalindustries.Pyranopyrazolederivativesand polyhydroquinoline derivatives are a class of heterocyclic compounds with extremely important biological activity.Fe₃O₄ has a plenty of active hydroxy groups on its surface and can be used to immobilize or adsorb metal catalysts?such as Au,Pd,Pt,Cu,Ni,Co,Ir,etc?,organic catalysts,and biocatalyst enzymes.Carboxymethylcellulose sodium?CMC-Na?is a cellulose derivative having both hydroxyl?-OH?and carboxyl?-COOH?active sites with ion exchange properties.Using the ion exchange property,the metathesis reaction of CMC-Na and Fe?II?salt to produce the magnetic Na-CMC/Fe₃O₄ nanohybrid.The CMC-Na in the Na-CMC/Fe₃O₄hybrid further can be proceeds ion exchange reaction with the Ru???ion to afford a magnetic Ru^?@CMC/Fe₃O₄ nanohybrid catalyst.This thesis is divided into two parts as follows:1.Ru^?@CMC/Fe₃O₄ nanocatalyst was obtained by self-assembly of Na-CMC/Fe₃O₄ and Ru???ions in the water solution.And its structure was identified by ICP-ACE,FT-IR,XRD,SEM-EDS-mapping,TEM,TGA and XPS techniques.2.The one-pot 4CRs of aryl aldehydes?ketones?,malononitrile,ethyl acetoacetate?diethyl acetylenedylate?,hydrazine hydrate in presence of the as-prepared magnetic Ru^?@CMC/Fe₃O₄catalyst afford a series of pyropyrazole heterocycles derivatives in high yields.The structure of the product was determined by NMR,HR-MS,X-ray and so on.3 A series of polyhydroquinoline derivatives were synthesized in high yield from four-component reaction of aromatic aldehydes,dimedone?1,3-cyclohexanedione?,ethyl acetoacetate,and ammonium acetate using as-prepared magnetic Ru^?@CMC/Fe₃O₄ catalyst under solvent-free condition and the catalyst can be recycled at least 7 times without significant reduction in catalytic activity.The structure of the synthesized compound was determined by NMR,HR-MS,X-ray and so on.In conclusion,we have developed a novel and retrievable magnetically Ru^?@CMC/Fe₃O₄organic/inorganic hybrid nanocatalyst via coordination-driven self-assembly strategy.It has proven that the hybrid catalyst manifests high catalytic performance for a series of pyranopyrazoles and polyhydroquinoline derivatives.The application of magnetic polymer-supported catalysts in organic synthesis has been further expanded,and some simple and effective organic synthetic methods have also been developed.