Several new aromatic condensed-cyclic semicarbazone derivatives with the structure of indene were prepared from 4-chlorophenylacetic acid in 7%-9% yield, through cyclization, oxidation, condensation, hydrogenation, acylation etc.. Their structures were confirmed through 1H NMR and HRMS. Preliminary bioassay showed that most of them exhibited good activities toward various insects. Methyl 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethyl)- phenyl]amino]carbonyl] indeno[1,2-][1,3,4]oxadiazine-4a(3H)-carboxylate (12b) even shows higher activity than Indoxacarb.