An efficient approach to access 2,5‐disubstituted 1,3,4‐oxadiazoles by oxidation of 2‐arenoxybenzaldehyde <i>N‐</i> acyl hydrazones with molecular iodine
Hatice Başpınar Küçük, Anoud Alhonaish, Tülay Yıldız, Mustafa Güzel
Abstract
Abstract An oxidative cyclization of 2‐arenoxybenzaldehyde N‐ acyl hydrazones 3 a – o was employed to synthesize new 2,5‐disubstituted 1,3,4‐oxadiazole compounds 4 a – d, 4 f – i, 4 k – n . This method involves oxidative cyclization of 2‐arenoxybenzaldehyde N‐ acyl hydrazones 3 a – o with molecular iodine mediated catalysis in which potassium carbonate served as a base. Characterization of all the synthesized novel compounds involved, proton and carbon NMR, mass spectrometry, and CHN elemental analysis. The synthesis of novel 2,5‐disubstituted 1,3,4‐oxadiazoles may display potential to provide pharmacologically important heterocyclic compounds.
Topics & Concepts
ChemistryIodinePotassium carbonateCatalysisPotassiumOxidative phosphorylationMedicinal chemistryBase (topology)Mass spectrometryCombinatorial chemistryOrganic chemistryMathematicsMathematical analysisBiochemistryChromatographySynthesis and biological activitySynthesis and Biological EvaluationMulticomponent Synthesis of Heterocycles