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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (03): 397-401. 上一篇    下一篇

研究论文

四氢苯并[4',5']噻吩并[3',2':5,6]吡啶并[4,3-d]嘧啶-4(3H)-酮的合成、晶体结构及杀菌活性

任青云，贺红武*，刘建超   

  1. (华中师范大学有机合成研究所 教育部农药与化学生物学重点实验室 武汉 430079)
  • 收稿日期:2006-02-20 修回日期:2006-07-28 发布日期:2007-02-13
  • 通讯作者: 贺红武

Synthesis, Crystal Structure and Fungicidal Activity of Tetrahydro-benzo[4',5']thieno[3',2':5,6]pyrido[4,3-d]pyrimidin-4(3H)-one Derivatives

REN Qing-Yun,HE Hong-Wu*,LIU Jian-Chao   

  1. (Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, Institute of Organic Synthesis,
    Central China Normal University, Wuhan 430079)
  • Received:2006-02-20 Revised:2006-07-28 Published:2007-02-13
  • Contact: HE Hong-Wu

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通过氮杂Wittig反应合成了一系列结构新颖的未见文献报道的取代四氢苯并[4',5']噻吩并[3',2':5,6]吡啶并[4,3-d]嘧啶-4(3H)-酮化合物6, 产物的结构通过核磁共振氢谱、质谱、红外光谱、元素分析的确证. 为进一步了解此类化合物的结构, 对化合物6c进行了X射线单晶衍射. 初步杀菌活性测定结果表明, 该类化合物具有较好的杀菌活性和选择性. 如6f在50 mg/L浓度时, 对黄瓜灰霉菌的抑制率为98%.

关键词: 吡啶并[4,3-d]嘧啶, 杀菌活性, 氮杂Wittig反应, 晶体结构, 合成

A series of new tetrahydrobenzo[4',5']thieno[3',2':5,6]pyrido[4,3-d]pyrimidin-4(3H)-one derivatives 6 have been designed and synthesized via a tandem aza-Wittig reaction. The structures of all compounds prepared have been comfirmed by 1H NMR, IR, EI-MS spectra, elemental analysis as well as X-ray diffraction analysis for 6c. Biological test showed that some of the target compounds displayed good fungicidal activity. For example, 6f exhibited 98% inhibition of Botrytis cinerea Pers. in 50 mg/L.

Key words: aza-Wittig reaction, synthesis, crystal structure, fungicidal activity, pyrido[4,3-d]pyrimidin