An efficient method for the preparation of novel 2-(5-arylisoxazol-3-yl) cyclohexa-2, 5-diene- 1, 4-dione hybrids via 1, 3-dipolar cycloaddition followed by an oxidation reaction using ceric ammonium nitrate (CAN) has been described. Using this method, various aryl as well as alkyl substituted isoxazole-benzoquinone hybrids were synthesized in high yields.