(N,N'-二乙酰基)-3,3'-联吲哚基 | 1562653-22-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: (N,N'-二乙酰基)-3,3'-联吲哚基
• 英文名称: (N,N'-diacetyl)-3,3'-biindolyl
• 英文别名: 1-[3-(1-Acetylindol-3-yl)indol-1-yl]ethanone；1-[3-(1-acetylindol-3-yl)indol-1-yl]ethanone
• CAS: 1562653-22-8
• 化学式: C₂₀H₁₆N₂O₂
• 分子量: 316.359
• InChiKey: DNTUECZTBHFHBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  44
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (N,N'-二乙酰基)-3,3'-联吲哚基 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 1H,1'H-[3,3']biindolyl
  参考文献：
  名称：

  Synthetic Approaches to 3,3’-Biindolyl and 3,3’-Biindazolyl Derivatives

  摘要：

  In this paper new syntheses of 3,3'-biindolyl and 3,3'-biindazolyl derivatives are described. Formation of 3,3'-biindolyl derivatives by oxidative coupling of N-acetylindole with TeCl4 gave a good yield, while attempt to use the same reaction conditions for synthesis of 3,3'-biindazolyl derivatives failed. However, conversion of 3-haloindazole derivatives to its trimethylstannane derivative, followed by palladium-catalyzed Stille cross-coupling reaction, resulted in formation of 3,3'-biindazolyl derivatives.

  DOI：

  10.3987/com-13-s(s)17
• 作为产物：
  描述：

  1-乙酰吲哚 在 四氯化碲 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以70%的产率得到(N,N'-二乙酰基)-3,3'-联吲哚基
  参考文献：
  名称：

  Synthetic Approaches to 3,3’-Biindolyl and 3,3’-Biindazolyl Derivatives

  摘要：

  In this paper new syntheses of 3,3'-biindolyl and 3,3'-biindazolyl derivatives are described. Formation of 3,3'-biindolyl derivatives by oxidative coupling of N-acetylindole with TeCl4 gave a good yield, while attempt to use the same reaction conditions for synthesis of 3,3'-biindazolyl derivatives failed. However, conversion of 3-haloindazole derivatives to its trimethylstannane derivative, followed by palladium-catalyzed Stille cross-coupling reaction, resulted in formation of 3,3'-biindazolyl derivatives.

  DOI：

  10.3987/com-13-s(s)17

文献信息

• Synthetic Approaches to 3,3’-Biindolyl and 3,3’-Biindazolyl Derivatives
  作者：Jan Bergman、Azadeh Nakhai

  DOI：10.3987/com-13-s(s)17

  日期：——

  In this paper new syntheses of 3,3'-biindolyl and 3,3'-biindazolyl derivatives are described. Formation of 3,3'-biindolyl derivatives by oxidative coupling of N-acetylindole with TeCl4 gave a good yield, while attempt to use the same reaction conditions for synthesis of 3,3'-biindazolyl derivatives failed. However, conversion of 3-haloindazole derivatives to its trimethylstannane derivative, followed by palladium-catalyzed Stille cross-coupling reaction, resulted in formation of 3,3'-biindazolyl derivatives.