Efficient Synthesis of 2,4,5‐Substituted Thiazoles via Intramolecular Knoevenagel Condensation–Cyclization Reaction Using TEA under Microwave Irradiation Conditions

Abstract

AbstractAn approach to 2,4,5‐substituted thiazoles containing coumarins were synthesized via Intramolecular Knoevenagel condensation–cyclization reaction using triethylamine (TEA) as a base and are confirmed by spectroscopic analysis. In‐vitro screening, molecular docking (performed to preferred binding mode and supports the interaction of thiazole‐coumarin derivatives with enzyme) studies are reported. A detailed study subsidized by theoretical calculations directed us to determine that: an intact thiazole and coumarin rings appear to be needful for a strong antifungal activity, dis similarly determined by the substituents on coumarin and change in nitrogen rings. All the derived conjugates are fungicide and enhancing their antifungal inhibition due to different substitutions. The presence of flexible connecting N‐substitutions found to be required for antifungal inhibition, although its ring size shows reciprocally with antifungal nature in most fungi. Some active derivatives did not found effective inhibitor against bacterial strains, indicating that their inhibition is selective to pathogenic fungi and also they are non‐toxic at MIC concentrations.