Synthesis and insecticidal activities of novel oxime ether pyrethroids.
A series of novel 2-methylthio-3'/4'-substituted acetophenone oxime O-ethers were synthesized by the reaction of the corresponding acetophenone oximes with halides of pyrethroid alcohols in the presence of sodium hydroxide and phase-transfer catalysis or with triethyl quaternary ammonium salts of halides of pyrethroid alcohols in the presence of sodium hydroxide. These compounds showed notable insecticidal activity against Homopteran and Lepidopteran pests. 2-Methylthio-4'-fluoroacetophenone oxime O-[(2-methylbiphenyl-3-yl)methyl] ether was more effective than the commercial insecticides chlorfenapyr and fenvalerate.
Liu
Aiping
A
Hunan Branch of National Pesticide R&D South Center, Hunan Research Institute of Chemical Industry, Changsha 410007, China. lapliu@yahoo.com
Ou
Xiaoming
X
Huang
Mingzhi
M
Wang
Xiaoguang
X
Liu
Xingping
X
Wang
Yongjiang
Y
Chen
Can
C
Yao
Jianren
J
D000818:Animals; D007313:Insecta; D007306:Insecticides / Q000138:chemical synthesis* / Q000494:pharmacology; D015394:Molecular Structure; D011722:Pyrethrins / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship
D007306:Insecticides; D011722:Pyrethrins