摘要：

Described here are the synthesis and biological activity of a number of vinylogous analogues of 3-phenoxybenzyl 3-methyl-2-phenylbutanoate. Bioassay data are presented for the tobacco budworm (), the beet armyworm (), the house fly (), the bean aphid (), and also the twospotted spider mite ().A series of ethyl 2-isopropyl-4-phenyl-3-butenoates were prepared either reaction of the anion of triethyl phosphonoacetate with a phenylethanal followed by alkylation with isopropyl iodide of the anion generated from the product or reaction of the anion of triethyl 3-methyl-2-phosphonobutanoate with a phenylethanal. Hydrolysis of these ethyl esters and esterification of the acids provided the required 3-phenoxybenzyl and α-cyano-3-phenoxybenzyl esters.3-Phenoxybenzyl 2-(2-indenyl)-3-methylbutanoate was prepared a Reformatsky reaction of 3-phenoxybenzyl 2-bromo-3-methylbutanoate with 2-indanone. The corresponding esters of 2-(2-naphthyl)-, 2-(2- and 3-benzo[b]thienyl)-, 2-(3-indolyl)-, and 2-(benzo[b]furanyl)-3-methylbutanoic acids were prepared alkylation of the dianion of the corresponding 2-substituted acetic acid with isopropyl iodide followed by esterification of the resulting acids.α-Cyano-3-phenoxybenzyl 4-(4-fluorophenyl)-2-isopropyl-3-butenoate shows high insecticidal activity similar to that of fenvalerate. Substitution at C-3 or C-4 in the 2-isopropyl-4-phenyl-3-butenoates with a chloro or methyl group gives compounds with lower activity. The 3-phenoxybenzyl esters of 2-(2-indenyl)-, 2-(2-naphthyl)-, 2-(2-benzo[b]thienyl)-,and 2-(2-benzo[b]furanyl)- 3-methylbutanoic acids also show high insecticidal activity.

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