A comparative study between Cu(INA)2-MOF and [Cu(INA)2(H2O)4] complex for a click reaction and the Biginelli reaction under solvent-free conditions

Abstract

The catalytic activity of metal–organic framework Cu(INA)₂ (INA = isonicotinate ion) and the complex [Cu(INA)₂(H₂O)₄] were studied in the Copper-catalyzed Azide–Alkyne Cycloaddition (CuAAC) and Biginelli reaction under solvent-free reaction conditions. The robust, efficient and eco-friendly new method allowed the preparation of a variety of 1,2,3-triazole compounds in good to excellent yields and high selectivity for the 1,4-disubstituted triazole. Moreover, for the Biginelli reaction between aldehydes, ethyl acetoacetate and urea, the corresponding dihydropyrimidinones (DHPMs) were also obtained in satisfactory yields under mild reaction conditions for both catalysts. The comparative study between Cu(INA)₂-MOF and [Cu(INA)₂(H₂O)₄] complex demonstrated better results for the Cu-MOF, for both the yields and the regioselectivity of the products. Furthermore, no change in the heterogeneous catalyst structure was observed after the reaction, allowing them to be recovered and reused without any loss of activity.