3,3-di(1H-indol-3-yl)-5,7-dimethylindolin-2-one | 694525-96-7

• 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
• 英文名称: 3,3-di(1H-indol-3-yl)-5,7-dimethylindolin-2-one
• 英文别名: 3,3-bis(1H-indol-3-yl)-5,7-dimethyl-1H-indol-2-one
• CAS: 694525-96-7
• 化学式: C₂₆H₂₁N₃O
• 分子量: 391.472
• InChiKey: PRHQJVJHHPTKKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吲哚 、 5,7-二甲基靛红 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以95%的产率得到3,3-di(1H-indol-3-yl)-5,7-dimethylindolin-2-one
  参考文献：
  名称：

  Rapid and Efficient Synthesis of 3,3-Di(1H-indol-3-yl)indolin-2-ones and 2,2-Di(1H-indol-3-yl)-2H-acenaphthen-1-ones Catalyzed by p-TSA

  摘要：

  An efficient synthesis of 3,3-di(1H-indol-3-yl) indolin-2-ones and 2,2-di(1H-indol-3-yl)-2H-acenaphthen-1-ones via a reaction of various isatins or acenaphthenequinone with indoles in the presence of p-methylbenzene sulfonic acid (p-TSA) in CH2Cl2 at room temperature is described. The advantages of this method include good reaction yield, simple workup procedure, and mild reaction condition.

  DOI：

  10.1080/00397911.2014.886330

文献信息

• Efficient synthesis of bis-indolyloxindoles from (phenylimino)indolin-2-ones and 1H-indole catalyzed by p-toluenesulfonic acid
  作者：B. Suresh、G. Brahmeshwary、T. Swamy、I. Gopi、V. Ravinder

  DOI：10.1134/s1070363216050273

  日期：2016.5

  p-Toluenesulfonic acid (p-TSA) efficiently catalyzed the reaction of (phenylimino)indolin-2-ones with 1H-indole in dichloromethane at room temperature to afford 3,3-di(indolyl)indolin-2-ones in 2-3 min with high yields.
• Rapid and Efficient Synthesis of 3,3-Di(1<i>H</i>-indol-3-yl)indolin-2-ones and 2,2-Di(1<i>H</i>-indol-3-yl)-2<i>H</i>-acenaphthen-1-ones Catalyzed by <i>p</i>-TSA
  作者：Jiangxia Yu、Tianhua Shen、Yan Lin、Yongbing Zhou、Qingbao Song

  DOI：10.1080/00397911.2014.886330

  日期：2014.7.18

  An efficient synthesis of 3,3-di(1H-indol-3-yl) indolin-2-ones and 2,2-di(1H-indol-3-yl)-2H-acenaphthen-1-ones via a reaction of various isatins or acenaphthenequinone with indoles in the presence of p-methylbenzene sulfonic acid (p-TSA) in CH2Cl2 at room temperature is described. The advantages of this method include good reaction yield, simple workup procedure, and mild reaction condition.