1,5-dibenzyl-1H,5H-benzo[1,2-d;4,5-d']bistriazole-4,8-dione

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-dibenzyl-1H,5H-benzo[1,2-d;4,5-d']bistriazole-4,8-dione
• 英文别名: 3,7-Dibenzyltriazolo[4,5-f]benzotriazole-4,8-dione
• 化学式: C₂₀H₁₄N₆O₂
• 分子量: 370.37
• InChiKey: RDIIRJQNPUDIHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  95.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苄基叠氮 、 对苯醌 以 乙酸乙酯 为溶剂， 反应 54.0h， 生成 1,7-dibenzyl-1H,7H-benzo[1,2-d;4,5-d']bistriazole-4,8-dione 、 1,5-dibenzyl-1H,5H-benzo[1,2-d;4,5-d']bistriazole-4,8-dione
  参考文献：
  名称：

  Synthesis of N-benzylated indole-, indazole- and benzotriazole-4,7-diones

  摘要：

  The benzylation of 4,7-dimethoxy-1H-indole (5) followed by an oxidative demethylation led to 1-benzyl-1H-indole-4,7-dione (2) with a 73% overall yield. From the commercially available 7-nitro-1H-indazole (7), a three-step pathway was developed to access 1-benzyl-1H-indazole-4,7-dione (3). Two of these steps were investigated in order to improve the process. The direct synthesis of 1-benzyl-1H-benzotriazole-4,7-dione (4), through a 1,3-dipolar cycloaddition between benzyl azide and para-benzoquinone (13), was also studied. The simplicity of the methodologies described offers wide perspectives in obtaining 1-alkylated indole-, indazole- and benzotriazole-4,7-diones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.086