4-羟基-3-取代苯基-2H-苯并吡喃-2-酮衍生物的合成及杀菌活性  

Synthesis and Fungicidal Activity of 4-Hydroxy-3-(substituted phenyl)-2H-benzopyran-2-one Derivatives

作　　者：秦杰[1,2] 王婷瑾[1,3] 柳爱平[1] 尹笃林[2] 何莲[1] 姚远[1,2] 祝小星[1,2] 黄明智[1] 

机构地区：[1]湖南化工研究院国家农药创制工程技术研究中心,长沙410007 [2]湖南师范大学化学生物学及中药分析教育部重点实验室,长沙410081 [3]华中师范大学有机合成研究所,武汉430079

出　　处：《农药》2009年第5期329-332,共4页Agrochemicals

基　　金：国家自然科学基金资助项目(No20572019,20872033);湖南省自然科学基金资助项目(No06JJ20054,07JJ1003);国家“十五”资助项目(No2004BA308A24-4)

摘　　要：以水杨酸甲酯和取代苯乙酸为原料,经缩合、环化得到中间体4-羟基-3-取代苯基-2H-苯并吡喃-2-酮,与酰氯反应,合成了16个未见文献报道的4-羟基-3-取代苯基-2H-苯并吡喃-2-酮衍生物(3),所有目标化合物结构均通过1HNMR、IR和LC/MS确证。初步生物活性测试表明:在质量浓度25mg/L下,化合物3k和3o对黄瓜灰霉病菌抑制率分别为67.3%和73.9%;在质量浓度500mg/L下,化合物3d、3k和3e对稻纹枯病菌的活性分别为75.0%、73.6%和100%。Sixteen novel 4-hydroxy-3-（substituted phenyl）-2/4-benzopyran-2-one derivatives（3） were synthesized by steps of condensation, cyclization and acylation starting from methyl salicylate and substituted phenylaeetie acid. The chemical structures of the target compounds were confirmed by 1H NMR, LC/MS and IR. Preliminary bioassay showed that compounds 3k and 30 possessed 67.3 and 73.9% fungicidal control against Botrytis cinerea at the concentration of 25 mg/L, and compounds 3d, 3k and 3e showed 75.0, 73.6 and 100% fungicidal activity against Rhizoctonia solani at the concentration of 500 mg/L, respectively.

关 键 词：苯并吡喃衍生物 合成 杀菌活性 

分 类 号：TQ450.21[化学工程—农药化工]