Synthesis and Insecticidal Activity of 1,3-Dithianes

Abstract

A series of 1,3-dithiane derivatives bearing various kinds of substituents at the 2-position or the 5-position was synthesized, and their insecticidal activity was examined. Unsubstituted and substituted 1,3-dithianes with a hydroxy group or an acyloxy group at the 5-position were mostly inactive against rice stem borers and two-spotted spider mites. Introduction of dialkylamino, especially dimethylamino, group at the 5-position increased the biological potency. Electron-withdrawing group(s) at the 2-position, especially cyano group, were effective in enhancing the activity against twenty-eight-spotted ladybirds. 2-Cyano-2-(Ar, Af-diethylthiocarbamoyl)thio-5-dimethylamino-1,3-dithiane (Hi) and 2,2-dicyano-5-dimethylamino-1,3-dithiane (11m) had the strongest activity against the insects and mites. © 1991, Pesticide Science Society of Japan. All rights reserved.