具有5-芳氧甲基(芳胺甲基)链接的3-芳基异噁唑衍生物的合成及其生物活性初探

Synthesis of Novel 3-Aryl-isoxazoles Bearing 5-Aryloxymethyl or 5-Arylaminomethyl Linkage System as Potential Pesticides

以3-芳基-5-溴甲基异噁唑(1)为原料,与相应的酚或胺类发生亲核取代反应,合成了一系列未见报道的3-芳基-5-芳氧甲基异噁唑衍生物和3-芳基-5-芳胺甲基(或苄胺甲基)异噁唑衍生物.化合物结构均经过1H NMR,IR,MS,HRMS和元素分析鉴定.通过合成的3-芳基-5-芳氧甲基异噁唑(3)对Aphis crassivora的致死率来评价了该系列化合物的生物活性,其中3-(2-氰基苯基)-5-(2-氯苯氧甲基)异噁唑(3p)表现出了较好的生物活性.

A new class of 3-aryl-5-aryloxymethylisoxazole derivatives and 3-aryl-5-arylaminomethyl （or 5-benzylamino- methyl） isoxazole derivatives were designed and efficiently synthesized by nucleophilic substitution reaction of 3-aryl-5-bro- momethylisoxazole （1） with the corresponding phenols or anilines （or benzyl amines）, respectively. All of the target com- pounds were characterized by 1H NMR, IR, MS and elemental analysis. Besides, a biological activity study was performed to evaluate the mortality of 3-aryl-5-aryloxy-methylisoxazoles （3） towards Aphis crassivora. Particularly, 3-（2-cyanophenyl）-5- （2-chrolophenoxymethyl）isoxazole （3p） demonstrated a moderate biological activity.