新型咪唑啉酮衍生物的合成与杀菌活性研究  

Synthesis and Fungicidal Activity of Some Novel Imidazolinones

作　　者：孙勇[1] 丁明武[2] 

机构地区：[1]郧阳师范高等专科学校化学系,湖北丹江口442700 [2]华中师范大学化学学院农药研究所,湖北武汉430079

出　　处：《农药》2004年第1期30-33,共4页Agrochemicals

基　　金：国家自然科学基金资助项目(20102001);湖北省教育厅重点科研基金资助项目(2003A002)

摘　　要：用烯基膦亚胺1与苯基异氰酸酯、对甲硫苯酚的串联aza-Wittig反应合成了2-对甲硫苯氧基-3-苯基-5-芳基亚甲基-4H-咪唑啉-4-酮衍生物3。探讨了产物的波谱性质, 提出了可能的环化反应机理。生成的环化产物均为新的化合物, 其结构经元素分析、IR、1H NMR和MS确正。并探讨了所合成的新型杂环化合物的生物活性, 结果表明部分化合物表现出良好的抑菌活性, 其中以3a和3f活性最好, 5×10-5浓度下, 3a对水稻纹枯菌 (Pellicularia sasakii) 和苹果轮纹菌 (Physalospora piricola) 的抑制率达到100%, 3f对芦笋褐斑菌 (Cercospora asparagagas) 和苹果轮纹菌 (Physalospora piricola) 的抑制率也达到100%。p-Methylthiophenoxy)-3-phenyl-5-arylmethylidene-4H-imidazol-4-ones 3 were synthesized via a tan-dem aza-Wittig reaction of vinyliminophosphoranes, phenyl isocynate, and p-methylthiophenol. The spectral properties ofcyclized compounds were investigated, and a possible mechanism for the cyclization reaction was proposed. All the cyclizedproducts are new, and their structures were confirmed by elemental analysis, IR, 1H NMR, and MS. Some of the newheterocycles exhibited good fungicidal activity. The best two were compounds 3a, which gave 100% inhibition of Pelliculariasasakii and Physalospora piricola when applied at 5×10-5 (mass fraction), and 3f which also provided 100% inhibition ofCercospora asparagagas and Physalospora when applied at 5×10-5 (mass fraction).

关 键 词：咪唑啉酮衍生物 合成 杀菌活性 串联aza-Wittig反应 农药 杀菌剂 

分 类 号：TQ455[化学工程—农药化工]