3-芳基异噁唑啉-吡唑-5-甲酰胺类化合物的合成及杀虫活性研究
收稿日期: 2019-03-26
修回日期: 2019-04-19
网络出版日期: 2019-05-15
基金资助
国家重点研发计划（No.2017YFD0200507）资助项目.
Synthesis and Insecticidal Activity of 3-Arylisoxazoline-pyrazole-5-carboxamide Derivatives
Received date: 2019-03-26
Revised date: 2019-04-19
Online published: 2019-05-15
Supported by
Project supported by the National Key Research and Development Plan (No. 2017YFD0200507).
以5，5-二甲氧基-2，4-二氧代戊酸乙酯为原料，设计合成了一系列含芳基异噁唑啉结构的吡唑-5-甲酰胺类化合物，产物结构经1H NMR，13C NMR和HRMS确认.初步杀虫活性测试表明，多数化合物在500 mg/L浓度下对粘虫（Mythimna separate）有着较高的活性（致死率≥ 80%），在100 mg/L的浓度下，有三种化合物对粘虫仍有中等程度的活性（致死率≥ 60%）.在500 mg/L时，有四种化合物对苜蓿蚜（Aphis craccivora）也有较好的活性（致死率≥ 80%）.因此，对该类化合物的结构优化可作为寻求新型杀虫剂而进行深入研究.
钟良坤 , 江涛 , 张帆 , 付庆 , 刘幸海 , 许天明 , 丁成荣 , 陈杰 , 袁静 , 谭成侠 . 3-芳基异噁唑啉-吡唑-5-甲酰胺类化合物的合成及杀虫活性研究[J]. 有机化学, 2019 , 39(9) : 2655 -2662 . DOI: 10.6023/cjoc201903056
A series of 3-arylisoxazoline-pyrazole-5-carboxamide derivatives derived from ethyl 5,5-dimethoxy-2,4-dioxopentanoate were designed, synthesized, and characterized by 1H NMR, 13C NMR and HRMS. The preliminary bioassay indicated that most title compounds exhibited positive potency against Mythimna separate (Walker) at 500 mg/L. At the concentration of 100 mg/L, three compounds were still moderately active against Mythimna separate (Walker) (lethal rate≈60%). At 500 mg/L, four compounds were also active against Aphis craccivora. The results indicated that the potential of these 3-arylisoxazoline-pyrazole-5-carboxamide derivatives can be utilized in insecticide research with further optimization.
Key words： arylisoxazoline; pyrazole-5-carboxamide; synthesis; insecticidal activity
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