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

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.