【作者】 胡扬根；

【导师】 丁明武；

【作者基本信息】 华中师范大学 ， 有机化学， 2005， 硕士

【摘要】 含氮杂环化合物由于具有广泛的生物活性倍受重视,已开发出许多含氮杂环类的杀菌剂、除草剂、杀虫剂及医用药物,且己成为农用化学和医药的研究热点,具有广阔的应用前景。本论文在课题组前期工作的基础上进一步应用aza-Wittig反应研究合成新型咪唑啉酮及稠合嘧啶酮衍生物,并探索所合成化合物的波谱性质与部分杀菌活性。共合成了4个系列42个未见报道的咪唑啉酮和稠合嘧啶酮衍生物。具体研究内容如下: 1、采用亚结构对接的方法合成了2-苯并噻唑硫基-5-芳亚甲基-4H-咪唑啉-4-酮和2-(1H-1,2,4-三唑-1-基)-5,5二甲基-4H-咪唑啉-4-酮衍生物,在前期课题组的基础上进一步探讨了不同的碳二亚胺与2-巯基苯并噻唑及1,2,4-三唑的成环反应规律。 2、应用aza-Wittig反应在十分温和的条件下,合成了新型的2—取代(烷氨基,芳氧基)噻酚并嘧啶酮和噻吩并[2,3-d]-1,2,4-三唑并[1,5-a]嘧啶-8(3H)-酮衍生物,并探讨了成环反应的规律。 3、研究了所合成化合物的波谱性质及部分杀菌活性,结果表明该类化合物都具有一定的抑菌活性,特别对黄瓜灰霉菌有很好的选择性,在50mg/L浓度时,所测化合物中有4个对黄瓜灰霉菌表现出100%的抑制活性。大部分测试结果都为A级。更多还原

【Abstract】 Many azole compounds have been found to show widespread biological activities. Some of them have been used as fungicide, herbicide, pesticide and medicine .In this paper, we studied the synthesis of novel imidazolones and thienopyrimidines derivatives via aza-Wittig reaction. The spectral properties and biological activities of some compounds were also researched and some of them were found to show good fungicidal activities. More than forty unreported compounds in five parts were synthesized, it may be summarized as follows:1. A new synthetic method to 2-(2-benzothiazolylthio)-3-aryl-5-arylmethylen e-4H-imidazol-4-ones and 2-(2H-1,2,4-triazole)-3-aryl-5,5-dimethyl-4H-imid azol-4-ones was proposed. This synthetic method has the advantage of easily accessible starting material, mild condition and good yields. The reactions of aza-Wittig were studied further.2. We used aza-Wittig reaction to synthesize 2-alkylamino-3-aryI-6-ethyl 5,6-dimethyl-thienopyrimidin-4(3H)-ones and 2-aryIoxy-3-aryl-6-ethyl-5,6-di-methyl -thienopyrimidines-4(3H)-ones. Its mechanism was investigated .3. On the bases of our previous work, The 1-phenyl-2-arylamino-thieno [2,3-d]-1,2,4-triazol[1,5-a]pyrimidin-8(3H)-ones were synthesized under very mild conditions via aza-Wittig reactions.4. The biological activities of partial compounds were studied. The results showed that some of compounds exhibit obviously fungicidal activity. In all these compounds, some exhibited 100% inhibition of Botrytis cinereapers in 50mg/L and a majority of compounds exhibited more than 85% inhibition of Rhizoctonia solani and Botrytis cinereapers, Dothiorella gregaria and Bipolaris maydis in 50mg/L.更多还原