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有机化学
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有机化学 ›› 2000, Vol. 20 ›› Issue (5): 758-763. 上一篇    下一篇

研究论文

哒嗪酮-类肟醚菊酯衍生物的合成研究

刘天麟;周懿波   

  1. 南开大学元素有机化学研究所.天津(300071);南开大学元素有机化学国家重点 实验室
  • 发布日期:2000-10-25

Studies on the synthesis of pyridazinone-aryl aldehyde(ketone) oxime ether derivatives

Liu Tianlin;Zhou Yibo   

  1. Nankai Univ, Elementoorgan Chem Lab.Tianjin(300071)
  • Published:2000-10-25

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从2-叔丁基-4,5-二氯哒嗪酮出发，以两种方法合成了中间体2-叔丁基-4-氯-5-(4-溴甲基苯氧)哒嗪酮(3)。3与肟反应合成了含哒嗪酮的苄基肟醚类化合物4a～4l。在相转移催化条件下，3与芳香醛肟反应得到单一的产物4，与芳香酮肟反应则生成4和5的混合物。文中讨论了反应物的空间效应、亲核试剂对该反应区域选择性的影响，并论证了产物的构型。

关键词: 哒嗪酮P, 生物活性物质, 区域结构, 选择性, 肟醚菊酯, 肟, 肟醚, 农药, 构型

An important intermidiate 2-butyl-4-chloro-5-(4-bromomethyl phenoxy) pyridazinone 3 was first obtained from 4,5-dichloropyridazinone using two different methods. Compounds 4a～4l were synthesized by the reaction of 3 with different oximes. The reaction of 3 with aryl aldehyde oximes afforded exclusively the product 4 under the PTC conditions. However, led to a mixture of 4 and 5 the reaction with aryl ketone oximes. Regioselectivity of the reaction and configuration of the products are discussed.

Key words: PYRIDAZINONE P, BIOACTIVE SUBSTANCE, DOMAIN STRUCTURE, SELECTIVITY, OXIME, PESTICIDES, CONFIGURATION

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