3a,4-二氢-苯并吡喃[4,3-c]吡唑-3(2H)-酮类衍生物的合成及其活性有机化学.pdfVIP

2009 年第 29 卷 有 机 化 学 Vol. 29, 2009 第 11 期, 1774～1783 Chinese Journal of Organic Chemistry No. 11, 1774～1783 ·研究论文· 2,3a-二氢-苯并吡喃[4,3-c]吡唑-3-酮类衍生物的合成及其活性 周中振 a,b 陈 琼*,a 杨光富 a (a 华中师范大学农药与化学生物学教育部重点实验室 武汉 430079) (b 南方医科大学药学院 广州 510515) 摘要 为了进一步寻找新型黄酮类农药, 以苯并吡喃[4,3-c]并吡唑-3-酮为先导结构, 以 4-氯苯甲醚为起始原料, 设计 合成了 33 种新型的 2,3a-二氢-苯并吡喃[4,3-c]吡唑-3-酮类化合物, 其结构经 MS, 1H NMR 和元素分析确证. 并对化合 物 7k 的单晶进行了结构测定, 对目标化合物进行了杀虫和杀菌活性测试. 结果表明, 大部分化合物显示出一定的杀菌 活性和弱的杀虫活性. 关键词 苯并吡喃[4,3-c]吡唑; 合成; 杀虫活性; 杀菌活性 Synthesis and Activities of 2,3a-Dihydro-chromeno- [4,3-c]pyrazol-3-one Derivatives Zhou, Zhongzhena,b Chen, Qiong*,a Yang, Guangfua a ( Key Laboratory of Pesticide Chemical Biology of Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079) b ( School of Pharmaceutical Sciences, Southern Medical University, Guangzhou 510515) Abstract To search novel flavonoid pesticide, chromeno[4,3-c]pyrazol-3-ones were identified as lead compounds for further studies. And 33 novel 2,3a-dihydro-3a-methyl-chromeno[4,3-c]pyrazol-3-one deriva- tives were designed and synthesized using 1-chloro-4-methoxybenzene as starting material. The structures of 1 the target compounds were determined by means of MS, H NMR and elemental analysis. The crystal struc-