title: Synthesis and fungicidal activities of novel bis(trifluoromethyl)phenyl-based strobilurins.
abstract: Strobilurins have become one of the most important classes of agricultural fungicides. To search for novel strobilurin compounds with unique biological activities, novel bis(trifluoromethyl)phenyl-based strobilurin analogues were synthesized by the reaction of 1-bis(trifluoromethyl)phenyl based methanone oxime with corresponding strobilurin pharmacophores in the presence of bases such as potassium hydroxide, potassium carbonate, or sodium hydride. ( E)-Methyl 2-(2-(((( Z)(1-(3,5-bis(trifluoromethyl) phenyl)-1-methoxymethylidene)amino)oxy)methyl)phenyl)-3-methoxyacrylate and ( Z)-methyl- N-( E)-2-(( E)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(methoxyimino)methyl)benzyloxy-3,5-bis(trifluoromethyl)benzimidate were more effective against Erysiphe graminis and sphaerotheca fuligine than commercial strobilurin fungicides metominostrobin, azoxystrobin, and trifloxystrobin.
authors.affiliation: National Engineering Research Center for Agrochemicals, Hunan Research Institute of Chemical Industry, Changsha 410007, China. lapliu@yahoo.com
authors.forename: Aiping
authors.initials: A
authors.lastname: Liu
authors.forename: Xiaoguang
authors.initials: X
authors.lastname: Wang
authors.forename: Xiaoming
authors.initials: X
authors.lastname: Ou
authors.forename: Mingzhi
authors.initials: M
authors.lastname: Huang
authors.forename: Can
authors.initials: C
authors.lastname: Chen
authors.forename: Shudong
authors.initials: S
authors.lastname: Liu
authors.forename: Lu
authors.initials: L
authors.lastname: Huang
authors.forename: Xinping
authors.initials: X
authors.lastname: Liu
authors.forename: Chenglai
authors.initials: C
authors.lastname: Zhang
authors.forename: Yongquan
authors.initials: Y
authors.lastname: Zheng
authors.forename: Yeguo
authors.initials: Y
authors.lastname: Ren
authors.forename: Lian
authors.initials: L
authors.lastname: He
authors.forename: Jianren
authors.initials: J
authors.lastname: Yao
mesh_terms: D001203:Ascomycota / Q000187:drug effects; D005659:Fungicides, Industrial / Q000138:chemical synthesis* / Q000494:pharmacology*; D008689:Methacrylates / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D005659:Fungicides, Industrial; D008689:Methacrylates