Metal-Free One-Pot Synthesis of 2-(2-Hydrazinyl) Thiazole Derivatives Using Graphene Oxide in a Green Solvent and Molecular Docking Studies

An efficient, one-pot three-component reaction in the synthesis of a wide range of 2,4-disubstituted hydrazinyl thiazole scaffolds in ethanol at room temperature has been developed by the reaction of carbonyl compounds, phenacyl bromides, and thiosemicarbazide, using graphene oxide (GO) as a catalyst. The present catalytic method has many significant advantages such as shorter reaction time, broad substrate scope, low catalyst loading, environmentally benign solvent media, easy handling, and operational simplicity at room temperature. The products are identified based on their various spectroscopic data. The GO catalyst has a high reusability rate and is simple to recover. A mechanistic study suggests that the reaction takes place via a thiosemicarbazone intermediate, which is isolated and confirmed in this study using spectroscopic techniques. Thereafter, a molecular docking study has been performed to evaluate the binding affinity of hydrazinyl thiazole derivative as a possible inhibitor on the protein active site of human alpha-amylase and glucosamine 6-phosphate synthase