摘要
为了寻找具有较高活性，环保绿色的活性化合物。本课题利用天然活性物质模型和亚结构连接法设计并合成了三类21个未见报道的单环单萜肟醚类化合物见下图。第一步：将三种单环单萜醛酮改造成它们的含氮结构的肟；第二步：肟再和卤代烃反应形成肟醚。
并通过FT-IR、~1HNMR、MS等对所合成的化合物进行了结构确认和表征。
对合成目标化合物的合成条件进行了探索。在实验过程中发现
极性非质子性溶剂(DMSO，DM玛有利于反应速度的提高，但沸点太
高，后处理困难;用甲苯为溶剂，加入相转移催化剂，效果比较理
想，是合成肪醚的一种比较理想的方法。根据不同的反应物，反应
温度从室温到65℃不等，产率从2:1.2%一83.2%不等。根据不同的产
物，柱层析的洗脱剂v(石油醚):v(乙酸乙酉句从10:1到30:1不等。
对合成的化合物进行了小麦赤霉病菌、辣椒疫霉病菌、水稻稻
瘟病菌和黄瓜灰霉病菌等菌杀菌活性潜筛;对粘虫、蚜虫、红蜘蛛
和叶蝉进行了杀虫活性的普筛.，生测结果表明:Hb化合物对红蜘
蛛有A级活性，致死率为95.18%;Ild和llld化合物对叶蝉和蚜虫
有B级活性。
In order to search novel derivatives which had higher biological
activity and green concept in environmental protection, we designed and synthesized three series of new compounds according to the principle of model natural active material and linking inferior structure. First of all,we synthesized their oximes of three kinds of monocyclic monoterpenoids Secondly, oximes reacted with halogenoalkanes to make oxime ethers. The structures of the target compounds had been confirmed by FT-IR, MS, 1HNMR, and so on. And their structures were as follows:
In the course of the synthesis of target compounds, we found that the polor aprotic solvents (DMSO,DMF) were particularly effective in enhancing the rate of the reactivity, but had disadvantages in terms of product workup and purification. We also found that when the solvents such as toluene and phase transfer catalysts were used in the synthesis of target compounds, good results could be obtained. Reactive temperature ranged from the room temperature to 65 C and productivity ranged 21.2% to 83.25% according to different reactive materials, oxime ethes were afforded by Chromatography on silica gel with light petroleum and ethyl acetate as eluent which ranged from 10:l(v:v) to 30:l(v:v).
The preliminary fungicidal and insecticidal activities of part target compounds were determined on F.graminearum, Phytophthoracapsici, Maganporthe grisea,Botrytis cinerea,etc and Leucania Separata,Aphid, Kock,kalrenbach. The results indicated that compound II b exhibited rather high activity (A grade) to Kock and 95.18% mortality against it. Compounds II d and Hid revealed activities of B grade to Kalrenbach and Kock.
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