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Metal‐Free One‐Pot Synthesis of 2‐(2‐Hydrazinyl) Thiazole Derivatives Using Graphene Oxide in a Green Solvent and Molecular Docking Studies
Author(s) -
Das Arindam,
Dey Sovan,
Chakraborty Sumit,
Barman Anup,
Naresh Yadav Ram,
Gazi Rabiul,
Jana Madhurima,
Firoj Hossain Md.
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202102642
Subject(s) - catalysis , thiazole , combinatorial chemistry , oxide , chemistry , graphene , semicarbazone , docking (animal) , solvent , organic chemistry , materials science , nanotechnology , medicine , nursing
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 α‐amylase and glucosamine 6‐phosphate synthase