多卤代苯甲酰基脲类几丁质抑制剂的合成及杀虫活性Synthesisand.PDF

2005 年第 25 卷 有 机 化 学 Vol. 25, 2005 第 3 期, 304～307 Chinese Journal of Organic Chemistry No. 3, 304～307 ·研究论文· 多卤代苯甲酰基脲类几丁质抑制剂的合成及杀虫活性 林 军*,a,b 严胜骄 a,b 杨丽娟 a,b 李俊峰 a 刘复初 a (a 云南大学应用化学系 云南大学生物制药创新人才培养基地 昆明 650091) (b 南开大学元素有机化学研究所 元素有机化学国家重点实验室 天津 300071) 摘要 从易得原料百菌清 1 出发, 经过氟交换、氨解、水解、脱羧和酰化反应, 合成得到 10 个新的多卤代苯甲酰基脲 类几丁质抑制剂衍生物, 总收率为 30%～50%. 所有化合物经 1H NMR, HREIMS, IR 光谱证实. 对化合物进行了生物活 性筛选, 结果表明该类化合物对粘虫和蚊幼虫均有一定的杀虫活性. 关键词 百菌清; 苯甲酰基脲; 几丁质抑制剂; 杀虫活性 Synthesis and Insecticidal Activities of Novel Polyhalo Benzoylphenylurea Derivatives LIN, Jun*,a,b YAN, Sheng-Jiaoa,b YANG, Li-Juana,b LI, Jun-Fenga LIU, Fu-Chua a ( Department of Applied Chemistry, Center for Advanced Studies of Medicinal and Organic Chemistry, Yunnan University, Kunming 650091) (b State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071) Abstract Ten novel polyhalo benzoylphenylurea chitin inhibitor derivatives have been synthesized in over 30%～50% yields from readily available starting material chlorothalonil 1 via fluorine exchange, aminoly- 1 sis, decarboxylation and acylation reactions. All products were characterized by H NMR, HREIMS and IR spectra. Preliminary bioactive research showed that some of the synthesized compounds have the potential insecticidal activities against Mythimna separata and Culex pipiens pallens. Keywords chlorothalonil; benzoylphen