高等学校化学学报 ›› 1998, Vol. 19 ›› Issue (12): 1970.

• 论文 • 上一篇    下一篇

含苯并噻唑杂环的α-氨基烷基膦酸二乙酯的合成及生物活性

李在国, 黄润秋, 杨炤, 李慧英   

  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:1997-12-16 出版日期:1998-12-24 发布日期:1998-12-24
  • 通讯作者: 黄润秋
  • 作者简介:李在国,男,28岁,博士研究生.
  • 基金资助:

    国家自然科学重点基金(批准号:2923010)资助课题.

The Synthesis and Biological Activity of Diethyl N-(2-Benzothiazolyl)-α-aminoalkylphosphonate

LI Zai-Guo, HUANG Run-Qiu, YANG Zhao, LI Hui-Ying   

  1. Institute and State Key Laboratory of Elemento organic Chemistry, Nankai University, Tianjin, 300071
  • Received:1997-12-16 Online:1998-12-24 Published:1998-12-24

摘要: 用亚磷酸二乙酯与亚胺加成的方法合成了20个N-(2-苯并噻唑基)-α-氨基膦酸二乙酯类化合物.利用协同 3+2 机理对反应进行了解释.运用量子化学方法(MINDO/3)计算了亚胺分子的原子电荷,并讨论了取代基对五元环过渡态形成的影响.所合成的部分化合物具有较好的抑制烟草花叶病毒(TMV)活性和一定的除草活性.

关键词: 2-氨基苯并噻唑, &alpha, -氨基膦酸酯, 协同3+2机理, 原子电荷, 烟草花叶病毒

Abstract: Twenty diethyl N-(2-benzothiazolyl)-α-aminoalkylphosphonates were synthesized by addition of diethyl phosphite to the corresponding imine. The reaction phenomenon was explained by a concerted 3+2 mechanism. The atomic charge of imine was calculated by quantum chemistry(MINDO/3) and the effect of substitutes on the formation of pentacyclic transition state was discussed. Some compounds showed a very good inhibitory effect against tobacco mosaic virus(TMV) and herbicidal activity.

Key words: 2-Aminobenzothiazole, α-Aminoalkylphosphonate, Concerted 3+2 mechanism, Atomic charge, Tobacco mosaic virus

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