SIOC English
有机化学
高级检索

有机化学 ›› 2010, Vol. 30 ›› Issue (01): 85-91. 上一篇    下一篇

研究论文

利用串联的氮杂Wittig反应方便合成3-[取代吡啶(噻唑)甲基]-1,2,3- 三唑[4,5-d]嘧啶-7-酮及其除草活性

肖琳霞，石德清*   

  1. (华中师范大学化学学院 农药与化学生物学教育部重点实验室 武汉 430079)
  • 收稿日期:2009-05-09 修回日期:2009-07-06 发布日期:2010-01-20
  • 通讯作者: 石德清 E-mail:chshidq@yahoo.com.cn;shidq@mail.ccnu.edu.cn

A Convenient Synthesis of 3-[Substituted pyridyl (or thiazolyl)methyl]- 1,2,3-triazolo[4,5-d]pyrimidin-7-one via the Tandem Aza-Wittig Reaction and Their Herbicidal Activity

Xiao,Linxia，Shi,Deqing*   

  1. (Key Laboratory of Pesticide and Chemical Biology of Ministry of Education，College of Chemistry， Central China Normal University，Wuhan 430079)
  • Received:2009-05-09 Revised:2009-07-06 Published:2010-01-20
  • Contact: SHI De-Qing E-mail:chshidq@yahoo.com.cn;shidq@mail.ccnu.edu.cn

PDF

1183

被引次数

10

用串联的氮杂Wittig关环反应合成了一系列3-[取代吡啶(嘧啶)甲基]-1,2,3-三唑[4,5-d]嘧啶-7-酮。膦亚胺4和芳基异氰酸酯发生氮杂Wittig反应生成碳二亚胺5，继而在乙醇钠催化下与各种脂肪伯胺关环，以较好的收率得到目标产物7。初步生物活性测试结果表明: 该系列部分化合物在100 mg/L的浓度下对双子叶植物油菜显示出较好的除草活性.

关键词: 取代吡啶, 噻唑, 1,2,3-三唑[4,5-d]嘧啶-7-酮, 氮杂Wittig反应, 除草活性

A series of 3-[substituted pyridyl (or thiazolyl)methyl]-1,2,3-triazolo[4,5-d]pyrimidin-7-ones were synthesized via the tandem Aza-Wittig reaction annulation。The carbodiimides 5，obtained from the aza-Wittig reaction of iminophosphorane 4 with aromatic isocyanates，reacted with a variety of primary ali-phatic amines in the presence of a catalytic amount of EtONa to give the target compounds 7 in moderate yields。The preliminary bioassay indicated that some of the target compounds displayed good herbicidal ac-tivity against Brassica campestris L at the dosage of 100 mg/L。

Key words: substituted pyridine, thiazole, 1,2,3-triazolo[4,5-d]pyrimidin-7-one, aza-Wittig reaction, herbicidal activity