Synthesis and Characterization of 3,4,5-Trisubstituted Isoxazolines and Isoxazoles

Abstract

3-Aroyl flavanone (Illa-d) has been prepared by the condensation

of dibenzoyl methane (IIa-b) with aromatic aldehyde in ethanol

containing few drops of piperidine, 3-Aroyl flavanone (IIIa-d)

on oxidation with DMSO-I₂ system gives 3-aroyl flavone (IVa-d).

The compounds (IIIa-d) and (IVa-d) on refluxing with

NH₂OH·HCI in DMF containing small amount of piperidine give

4-aroyl substituted isoxazolines (Va-d) and 4-aroyl substituted

isoxazole (Vla-d) respectively. 4-Aroyl substituted isoxazole (VIa-d)

have also been synthesized by reaction with 4-aroyl substituted

isoxazoline (Va-d) with DMSO-I₂-H₂SO₄ system.