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  

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

作　　者：肖琳霞[1] 石德清[1] 

机构地区：[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

出　　处：《有机化学》2010年第1期85-91,共7页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.20872046,20302002);湖北省自然科学基金(No.2008CDB086)资助项目

摘　　要：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.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 aliphatic 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 activity against Brassica campestris L at the dosage of 100 mg/L.

关 键 词：取代吡啶 噻唑 1 2 3-三唑[4  5-棚嘧啶-7-酮 氮杂WITTIG反应 除草活性 

分 类 号：TQ457.2[化学工程—农药化工]