高等学校化学学报 ›› 1999, Vol. 20 ›› Issue (7): 1058.

• 论文 • 上一篇    下一篇

1-芳基-2-苯基-3-甲基-3-异丙基-2-氧代-1,4,2-二氮磷杂环戊-5-酮的合成及除草活性

周嘉, 邱永革, 冯克胜, 陈茹玉   

  1. 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
  • 收稿日期:1998-08-20 出版日期:1999-07-24 发布日期:1999-07-24
  • 通讯作者: 周嘉,男,30岁,博士,副教授.
  • 作者简介:周嘉,男,30岁,博士,副教授.
  • 基金资助:

    国家自然科学基金(批准号:29572053)资助课题

Synthesis and Herbicidal Activity of 1-Aryl-2-phenyl-3-methyl-3-isopropyl-1,4,2-diazaphospholidin-5-one-2-oxides

ZHOU Jia, QIU Yong-Ge, FENG Ke-Sheng, CHEN Ru-Yu   

  1. Institute of Elemento Organic Chemistry, State Key Laboratory of Elemento Organic Chemistry, Nankai University, Tianjin, 300071
  • Received:1998-08-20 Online:1999-07-24 Published:1999-07-24

摘要: 利用取代苯基脲与苯基二氯化膦和3-甲基-2-丁酮进行的类Mannich反应合成了15种新的1,4,2-二氮磷杂环戊-5-酮类化合物(2a_2o),其结构经1HNMR,IR,MS和元素分析证实.根据NMR谱分析,反应主要生成顺式几何异构体.除草活性测试表明,目标化合物对阔叶杂草具有很好的选择性除草活性,并对其结构与除草活性关系进行了讨论.

关键词: 1.4.2-二氮磷杂环戊-5-酮, 合成, 除草活性, 结构与活性关系

Abstract: Aseries of 1-aryl-2-phenyl-3-methyl-3-isopropyl-1,4,2-diazaphospholidin-5-one 2-oxides(2a_2o)have been synthesized by the Mannich type reaction of substituted phenyl ureas, phenyldichlorophosphine and 3-methyl-2-butanone, and their structures were confirmed by elemental analysis, NMR, IR and MS. On the basis of NMR analyses, we found that the cis isomers, in which the bigger group isopropyl and the phenyl group linked with the phosphorus atom are at the opposite side, are generated preferably in the reaction. The results of preliminary bioassay show that compounds 2 possess an excellent herbicidal activity selectively against rape. The structure herbicidal activity relationship(SAR) has also been discussed. Their herbicidal activities for the same substituent at different positions and those for different substituents at the same position are compared.

Key words: 1,4,2-Diazaphospholidin-5-one-2-oxides, Synthesis, Herbicidal activity, Struc-ture herbicidal activity relationship

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