Nano-ordered polyacrylonitrile grafted to chitosan as a bio-based and eco-friendly organocatalyst for the one-pot synthesis of 2-amino-3-cyano-4H-pyrans derivatives
摘要
In this study, a bio-based and environmentally benign CS-g-PAN nanomaterial comprising of acrylonitrile as a crosslinking agent, chitosan as a backbone, and ammonium persulfate as a mild initiator was developed through a modified procedure. Various spectroscopic, microscopic, and analytical methods were employed to study the structure of easy handling prepared nanocomposite including FTIR, EDX, XRD, FESEM, BET, TGA, and DTA. The synthesis of 2-amino-3-cyano-4H-pyran derivatives can be accomplished efficiently by employing CS-g-PAN, as a nano-ordered organocatalyst, through the multicomponent reactions strategy. A wide range of aldehyde derivatives, malononitrile, and dimedone or ethyl acetoacetate were involved smoothly under the optimized conditions to afford high to excellent yields of desired 2-amino-3-cyano-4H-pyrans by using a low loading of the CS-g-PAN nanocatalyst in EtOH as a green solvent. The CS-g-PAN heterogeneous catalyst can be reused at least for six runs while its catalytic activity does not reduce significantly. Among the advantages of this work are its clean reaction profile, short reaction times, high to excellent yields, and reusability and catalyst stability.