Synthesis and Fungicidal Activities of Novel Bis(trifluoromethyl)phenyl-Based Strobilurins

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• 作者：Aiping Liu ; Xiaoguang Wang ; Xiaoming Ou ; Mingzhi Huang ; Can Chen ; Shudong Liu ; Lu Huang ; Xinping Liu ; Chenglai Zhang ; Yongquan Zheng ; Yeguo Ren ; Lian He ; Jianren Yao
• 刊名：Journal of Agricultural and Food Chemistry
• 出版年：2008
• 出版时间：August 13, 2008
• 年：2008
• 卷：56
• 期：15
• 页码：6562-6566
• 全文大小：156K
• 年卷期：v.56,no.15(August 13, 2008)
• ISSN：1520-5118

文摘

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.