5-芳甲氧基苯基吡唑衍生物的合成及除草活性有机化学.pdfVIP

2011 年第 31 卷 有 机 化 学 Vol. 31, 2011 第 7 期, 1020～1026 Chinese Journal of Organic Chemistry No. 7, 1020～1026 ·研究论文· 5-芳甲氧基苯基吡唑衍生物的合成及除草活性 * * 董晓亮 周宇涵 徐珊珊 曲景平 (大连理工大学制药科学与技术学院 精细化工国家重点实验室 大连 116012) 摘要 以 4-氯-2-氟-5- 甲氧基苯甲醛为原料, 经过缩合、闭环、甲基化、醚化等一系列反应合成了具有 5-芳甲基苯基吡 唑结构的系列新化合物, 其结构经过 1H NMR, HRMS 确定. 初步生物活性测试结果表明, 部分化合物具有较高的除草 活性, 特别是 4-氯-3-[4-氯-2-氟-5-(4- 甲氧基苯甲氧基)苯基]-1- 甲基-5-三氟甲基-1H-吡唑, 在 9.375 g•hm－2 剂量下, 对苘 麻的抑制率达到 95%. 关键词 除草剂; 原卟啉原氧化酶抑制剂; 吡唑衍生物 Synthesis and Herbicidal Activity of 5-Arylmethoxy Phenylpyrazole Derivatives Dong, Xiaoliang Zhou, Yuhan* Xu, Shanshan Qu, Jingping* (State Key Laboratory of Fine Chemicals, School of Pharmaceutical Science and Technology, Dalian University of Technol- ogy, Dalian 116012) Abstract A series of novel 5-arylmethoxy phenylpyrazole derivateves are prepared from 4-chloro-2- fluoro-5-methoxybenzaldehyde via a condensation, ring closure, methylation, etc. All these structures are 1 identified by H NMR and HRMS techniques. Preliminary bioassay shows that some of the title compounds exhibit good herbicidal activity against the weeds. Especially, 4-cholro-3-[4-chloro-2-fluoro-5-(4-methoxy- benzyloxy)phenyl]-1-methyl-5-trifluoromethyl)-1H-pyrazole shows 95% inhibition to abutilon at the dosage －2 of 9.375 g•hm . Keywords herbicide; protoporphyrinogen oxidase inhibitor; pyrazole der