摘要
取代苯甲醛与盐酸羟胺反应生成取代苯甲醛肟,经氯代得到相应的氯代苯甲醛肟,再和N-乙烯基吡咯烷酮、2-乙烯基吡啶、4-乙烯基吡啶等进行1,3-偶极环加成反应,合成了15个未见报道的异噁唑啉类化合物.其结构经过1H NMR,13C NMR及高分辨质谱表征.初步的生物活性测试结果表明,目标化合物3b对黄瓜灰霉表现出了很好的防效,化合物3c对番茄早疫、花生褐斑和油菜菌核表现出了很好的防效,化合物3e^3o对花生褐斑、苹果轮纹、番茄早疫、小麦赤霉、辣椒疫霉、油菜菌核、水稻纹枯等7种真菌具有很好的防效,表现出了广谱的抑菌活性.
Various substituted benzaldehydes reacted with hydroxylamine hydrochloride, followed by the chlorination with N-chlorosuccinimide (NCS), to form the corresponding chlorobenzaldehyde oximes, which then underwent the 1,3-dipolar cycloaddition reaction with N-vinylpyrrolidone, N-vinylpyridine and 4-vinylpyridine, respectively, to generate fifteen novel compounds containing isoxazoline ring. All the title compounds have been characterized by 1H NMR, 13C NMR, and HRMS. Preliminary biological activity tests in vitro indicated that compounds 3e-3o displayed excellent fungicidal activity against C. arachidicola, P. pirieola, A. solani, F. graminearum, P. eapsici, S. sclerotiorum, and R. solani in the test concentration, compound 3b displayed excellent fungicidal activity against B. cinerea, and compound 3c displayed excellent fungicidal activity against A. solani, C. arachidicola and S. Sclerotiorum.
出处
《有机化学》
SCIE
CAS
CSCD
北大核心
2014年第9期1800-1805,共6页
Chinese Journal of Organic Chemistry
基金
国家自然科学青年基金(No.21205086)资助项目~~
关键词
1
3-偶极环加成
异噁唑啉
合成
结构表征
杀菌活性
1,3-dipolar cycloaddition
isoxazoline
synthesis
structure characterization
fungicidal activity