2-取代-4-甲基-5-芳基-2H-1,2,3-三唑类化合物的合成及杀菌活性

Synthesis and Fungicidal Activity of 2-substituent-4-methyl-5-aryl-2H-1,2,3-triazole Derivatives

为发现具有良好杀菌活性的1,2,3-三唑类新化合物分子结构,以芳醛、硝基乙烷及叠氮化钠为起始原料,合成了12个2-取代-4-甲基-5-芳基-2H-1,2,3-三唑类系列目标化合物(3a^3l),收率为56%~96%.化合物的结构经核磁共振谱、质谱和元素分析进行了分析确证.采用菌丝生长速率法,测定了5种供试作物病菌(小麦赤霉病菌、辣椒疫霉病菌、烟草赤星病菌、黄瓜灰霉病菌及油菜菌核病菌)的抑菌活性.结果表明:在25 mg/L的测试浓度下,大部分化合物对辣椒疫霉病菌及烟草赤星病菌显示出初步的抑菌活性,其中化合物3b和3f对辣椒疫霉病菌的抑制率分别为82%和68.2%,优于对照药苯醚甲环唑的42.5%,具有进一步研究的价值.

In order to discover new molecular structures of 1,2,3-triazole derivatives with good fungicidal activity.Twelve 2-substituted-4-methyl-5-aryl-2 H-1,2,3-triazole derivatives were synthesized using aryl aldehyde,nitroethane and sodium azide as starting materials through cyclization and substituent reactionin and the yield of 56%-96%. The structures of title compounds were characterized by1 H NMR,13 C NMR,mass spectra and elemental analyses. Their in vitro antifungal activities were evaluated against five phytopathogenic fungi(Gibberella zeae, Phytophythora capsici,Alternaria alternate, Botrytis cinerea and Sclerotonia sclerotiorum) using the mycelium growth rate method, and the preliminary bioactivity test results showed that most of the compounds showed preliminary antibacterial activities against Phytophthora capsici and Alternaria tabaci under the test concentration of 25 mg/L. Among them,the inhibition rates of3 b and 3 f to Phytophthora capsici were 82% and 68.2%,respectively,which were better than 42.5% of the commercial difenoconazole,and worth further research.