新型1,2,4-三氮唑类化合物的合成及其杀菌活性  

Synthesis and Fungicidal Activities of Novel 1,2,4-Triazole Derivatives

作　　者：吕新宇[1] 单俊 邱滔[1] LU Xin-yu;SHAN Jun;QIU Tao(School of Petrochemical Engineering,Changzhou University,Changzhou 213164,China)

机构地区：[1]常州大学石油化工学院,江苏常州213164

出　　处：《合成化学》2018年第12期888-894,共7页Chinese Journal of Synthetic Chemistry

基　　金：江苏省产学研前瞻性联合研究项目(BY2015027-26)

摘　　要：以α-乙酰基-γ-丁内酯为原料,经亲核取代、开环、闭环和亲核取代反应制得1-氯-1-氯乙酰基环丙烷(5);5与1,2,4-三氮唑反应制得1-三唑基乙酰-1-氯代环丙烷(6); 6与一系列卤代化合物进行亲核取代反应制得6个新化合物(7a～7f); 7a～7f经还原反应合成了6个新型的1,2,4-三氮唑类化合物(8a～8f),其结构经1H NMR,13C NMR,LC-MS和元素分析表征。采用生长速率法研究了化合物的杀菌活性。结果表明:用药量为50μg·m L-1时,化合物8f对立枯丝核菌和禾谷镰孢菌的抑制率分别为56. 8%和43. 8%,化合物8e对黄瓜枯萎病菌的抑制率为57. 9%。1-Chloro-1-chloroacetylcyclopropane(5)was obtained by a four-step reaction of nucleophilic substitution,ring opening,ring closure and nucleophilic substitution usingα-acetyl-γ-butyrolactone as starting material.1-Triazolylacetyl-1-chlorocyclopropane(6)was achieved by the reaction of 1,2,4-triazole with5.Six novel compounds(7a^7f)were prepared by the reaction of 6 with a series of halogenated compounds via nucleophilic substitution reaction.Then7a^7f were reduced to synthesize six novel 1,2,4-triazole derivatives(8a^8f).The structures were characterized by^1H NMR,^13C NMR,LC-MS and elemental analysis.The bactericidal activities were investigated by growth rate method.The results showed that when the dosage was50μg·mL^-1,the inhibition rate of 8f against Rhizoctonia solani and Fusarium graminearum reached56.8%and43.8%,respectively,and the inhibition rate of 8e against Fusarium oxysporum reached 57.9%.

关 键 词：1 2 4-三氮唑 合成 抑菌活性 丙硫菌唑 

分 类 号：O621.3[理学—有机化学]