Regioselective synthesis of some new dispiro[indane-2,3'-pyrrolidine-2',3"-indoline]-1,2",3- triones (4a-j) has been generated by 1,3-dipolar cycloaddition reaction of 2-arylidene-indan-1,3- diones (1a-j) as dipolarophiles with non-stabilized azomethine ylides, generated in situ via decarboxylative condensation of isatin (2) and sarcosine (3). Anti-inflammatory activity of the prepared compounds (4a-j) was determined in vivo by the acute carrageenan-induced paw edema in rats. Many of the prepared compounds exhibit considerable anti-inflammatory properties "at a dose of 10 mg/kg body weight", especially (4b) and (4c) which reveal promising activities relative to indomethacin which was used as a reference standard in this study.