The spirooxindolo pyrrolidine frameworks form core units of many naturally occurring molecules possess significant pharmacological activities. The [3+2] cycloaddition reactions of azomethine ylides has been realized through multi-component reaction (MCR) affording regiospecific spiroindoline-3, 2'-pyrrolidine derivatives. The reactivity of the spiroindoline (increase EHOMO value) has been depended upon electron repelling and attracting groups. The behavior of spiroindoline towards carbon electrophile and nitrogen nucleophile can be investigated. All compound structures are fully supported by spectroscopic data and elemental analysis.The antioxidant activity for these synthesized compounds could be expected that highly antioxidant activity was with compounds which proved to possess high HOMO values