含哌啶结构的异唑啉类化合物的合成与杀虫活性研究

Design, synthesis and insecticidal activity of isoxazoline derivatives containing a piperidine moiety

[目的]设计、合成一系列新型含有哌啶结构的异唑啉类化合物,以发现新的优良杀虫活性化合物。[方法]采用亚结构拼接原理设计合成含有哌啶基团的异唑啉类化合物。以4-乙酰基-2-甲基苯甲酸为起始原料,经9步反应合成目标化合物,并经核磁表征验证其结构。[结果]合成12个异唑啉类化合物。初步室内杀虫活性测试结果:当质量浓度为100 mg/L时,化合物3e、3f、3h和3j对小菜蛾防效为100%;当质量浓度为2.5 mg/L时,化合物3i和3j对朱砂叶螨的防效在90%以上。

[Aims] This study aims to discover new compounds with high insecticidal activities by designing and synthesizing a series of novel isoxazoline derivatives containing a piperidine moiety. [Methods] According to the active substructure combination principle, the target compounds were synthesized successfully with 5-bromo-2-methylbenzoic acid as starting material via 9 steps reactions. Meanwhile, the structural characterization of these novel isoxazoline derivatives were identified by1 H NMR. [Results] 12 Isoxazoline derivatives were prepared in total. Preliminary laboratory biological activity test results indicated that compound 3 e, 3 f, 3 h and 3 j showed insecticidal activities against Plutella xylostella up to 100% mortality rate at 100 mg/L. Moreover, compound 3 i and 3 j exhibited high insecticidal activities against T. cinnabarinus with above 90% mortality rate at 2.5 mg/L.