Synthesis and bioactivity of some fluorine-containing benzoyl arylureas. II. Insecticidal products in which the aryl group bears a polyfluoroalkoxy or (polyfluoroalkoxy)alkoxy side chain
1992
Rama, F. | Meazza, G. | Bettarini, F. | Piccardi, P. | Massardo, P. | Caprioli, V.
This paper reports the synthesis and insecticidal activities of benzoyl arylureas in which the aryl group bears a polyfluoroalkoxy or (polyfluoroalkoxy)alkoxy side-chain. The activity of these compounds has been evaluated against larvae of S. littoralis, A. aegypti and L. decemlineata. The effects have been studied of varying, (a) the substituents, R1 and R2 in the 2- and 6-positions of the benzoyl moiety; (b) the polyfluoroalkoxy chain Rx in the 4-position of the aryl moiety; and (c) the other substituent(s), R3, on this ring. In general, the highest activities were achieved against S. littoralis when R1, R2 = F, R3 = 2-F and Rx = O-CF2CFH-OCF3 or R1 = Cl and R2 = H, R3 = 2-Cl and Rx = O-CF2CFH-OCF3; against A. aegypti when R1, R2 = F, R3 = 3-F and Rx = O-CF2CFH-OCF3 or R1 = Cl and R2 = H. R3 = 3-F and Rx = O-CF2CFH-OCF3; and against L. decemlineata by compounds in which R1 = Cl and Rx = H, R3 = 3, 5-Cl(2), and Rx = O-CF2CFH-OCF:,. R1, R2 = F, R3 = 3.5-Cl(2) and Rx = O-CF2CFH-OCF2,CF3, R1, R2 = F, R3 = 3-Cl and Rx = O-CF2CFH-OCF2CF2CF3. The greatest overall insecticidal activities were achieved when R1, R2 = F, R3 = 2-F and Rx = O-CF2CFH-OCF3 and when R1, R2 = F, R3 = 3-Cl and Rx = O-CF2CFH-OCF3.
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