A Facile Synthesis and Insecticidal Activity of Optically Active Phenylphosphonothiolates

概要

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Fourty-four kinds of optically active O-ethyl S-substituted phenylphosphonothiolates were synthesized by direct alkylation of the resolved O-ethyl phenylphosphonothioic acid. The resolution and stereospecific alkylation of the O-ethyl phenylphosphonothioic acid were pursued completely. The (+)-enantiomers were more insecticidal than the corresponding (-)-enantiomers in every case. Small and electron rich S-substituents like the propargyl group were favorable for insecticidal activity. Especially O-ethyl S-propargyl phenylphosphonothiolate was the most active compound which was as potent as malathion. In the S-benzyl series, chlorine atom at 3- or 4-position increased the activity and the chlorine atom at the 2-position decreased the activity.
日本農薬学会の論文