新型含三唑的烯丙基苯甲酸酯类化合物的合成及杀菌活性研究  

Synthesis and Fungicidal Activity of Novel Allyl Benzoate Compounds Containing Triazole

作　　者：余玮 王翰 闵莉静[2] 华学文[3] 刘幸海[1] Yu Wei;Wang Han;Min Li-Jing;Hua Xue-Wen;Liu Xing-Hai(College of Chemical Engineering,Zhejiang University of Technology,Hangzhou 310014;Key Laboratory of Vector Biology and Pathogen Control of Zhejiang Province,College of Life Science,Huzhou University,Huzhou,Zhejiang 313000;College of Agriculture,Liaocheng University,Liaocheng,Shandong 252000)

机构地区：[1]浙江工业大学化学工程学院,杭州310014 [2]湖州师范学院生命科学院,浙江湖州313000 [3]聊城大学农学院,山东聊城252000

出　　处：《有机化学》2021年第2期826-832,共7页Chinese Journal of Organic Chemistry

基　　金：浙江省自然科学基金(No.LY19C140002);浙江省教育厅(No.Y201941832)资助项目.

摘　　要：为了寻找高杀菌活性的农药先导化合物,设计合成了一系列未见文献报道的含三唑的烯丙基苯甲酸酯类化合物,其结构经1H NMR和HRMS进行了确证,用X射线单晶衍射测定了(R,S)-(Z)-1,3-二苯基-2-(1H-1,2,4-三唑-1-基)烯丙基2,3-二氯苯甲酸酯(5j)的晶体结构.生物活性测定结果表明,在50 mg/L的浓度下,(R,S)-(Z)-1,3-二苯基-2-(1H-1,2,4-三唑-1-基)烯丙基苯甲酸酯(5a),(R,S)-(Z)-1,3-二苯基-2-(1H-1,2,4-三唑-1-基)烯丙基2-氟苯甲酸酯(5g)和(R,S)-(Z)-1,3-二苯基-2-(1H-1,2,4-三唑-1-基)烯丙基3-甲基苯甲酸酯(5n)对油菜菌核的抑菌率均达到了70%以上,显示出了较高的杀菌活性.In order to find pesticide lead compounds with high fungicidal activity,a series of unreported allyl benzoate compounds containing triazole were designed and synthesized.The structures were confirmed by 1H NMR and HRMS,and the crystal structure of(R,S)-(Z)-1,3-diphenyl-2-(1H-1,2,4-triazol-1-yl)allyl 2,3-dichlorobenzoate(5j)was determined by X-ray single crystal diffraction.The bioassay results showed that(R,S)-(Z)-1,3-diphenyl-2-(1H-1,2,4-triazol-1-yl)allyl benzoate(5a),(R,S)-(Z)-1,3-diphenyl-2-(1H-1,2,4-triazol-1-yl)allyl 2-fluorobenzoate(5g)and(R,S)-(Z)-1,3-diphenyl-2-(1H-1,2,4-triazol-1-yl)allyl 3-methylbenzoate(5n)exhibited good control efficacy against Sclerotinia sclerotiorum more than 70%at 50 mg/L.

关 键 词：三唑类杀菌剂 合成 杀菌活性 构效关系(SAR) 

分 类 号：O626[理学—有机化学] TQ455.4[理学—化学]