四氢苯并[4,5]噻吩并[3,25,6]吡啶并[4,3-d]嘧啶-4(3H)-酮的合成、晶体结构及杀菌活性.pdfVIP

2007 年第 27 卷 有 机 化 学 Vol. 27, 2007 第 3 期, 397～401 Chinese Journal of Organic Chemistry No. 3, 397～401 ·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 (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) 摘要 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; 氮杂 Wittig 反应; 合成; 晶体结构; 杀菌活性 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 (Key Laboratory of Pesticide Chemical Biology, Ministry of Education , Institute of Organic Synthesis , Central China Normal University, Wuhan 430079) Abstract A series of new tetrahydrobenzo[4,5]thieno[3,2:5,6]pyrido[4,3-d]pyrimidin-4(3H)-one deriva- tives 6 have been designed and synthesized via a tandem aza-Wittig reaction. The structures of all com- 1 pounds prepared have been comfirmed by H 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. Keywords