A simple and efficient procedure for the synthesis of polyhydroquinolines was developed, involving a one-pot four-component Hantzsch condensation of aromatic aldehydes, 1,3-cyclohexanediones, alkyl acetoacetate and ammonium acetate in the presence of a catalytic amount of nanomagnetic-supported sulfonic acid under solvent-free conditions. The method offers several advantages including high yields, short reaction times, a simple work-up procedure and catalyst reusability for several runs. Furthermore, easy isolation of the catalyst from the reaction mixture was enabled by use of an external magnet.
Nano magnetic-supported sulfonic acid is found to be a powerful and reusable heterogeneous catalyst for the efficient synthesis of pyrimidinones. In this study we use various ketones such as acetophenone and cyclopentanone instead of b-keto ester in one-pot synthesis of pyrimidinone at biginelli like reaction. Our objective is to improve conditions for the synthesis of multicomponent reactions using nano magnetic catalyst under solvent free condition. A number of excellent and significant results have been developed that lead our perspective understanding the effect of the magnetic nanoparticles when they are used as catalysts.
A four-component reaction was developed by taking the advantage of the reactivity of the propargyl functional groups, residing on the primarily formed dicyanoaniline products. Various enolizable cyclic ketones were reacted with malononitrile and 4-(prop-2-yn-1-yloxy)benzaldehyde derivatives in an aqueous <i>t</i>-BuOH/NaOH medium, and the resulting dicyanoanilines were subjected to a subsequent in situ click reaction to afford the final dicyanoaniline-anchored-triazole products. The enhanced photophysical properties of the novel products are under current study.
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