SYNTHESIS, C-13 NMR AND ANTICONVULSANT ACTIVITY OF NEW ISATIN-BASED SPIROAZETIDINONES

A series of 1-aryl/cyclohexyl-3, 3-diphenyl-1'-(diphenylacetyl)-2-oxos piro [azetidin-4, 3'-indolin-2'-ones] 4a-h has been synthesized by the reaction of diphenylketene, generated in situ from the thermal decomp osition of 2-diazo-1,2-diphenylethanone 1 with 3-N-aryl/cyclohexylimin oindolin-2-ones 2a-h in 2:1 molar ratio. These spiroazetidinones, also obtainable by an equimolar reaction of diphenyketene with 1-diphenyla cetyl derivatives 3 of the latter, have been characterized on the basi s of elemental and spectral (IR, H-1 and C-13 NMR and mass) analyses a nd screened for their anticonvulsant activity. Two compounds 4e and 4h exhibit highly significant activity against MES.