2-(difluoromethyl)-1H-indole-3-carbaldehyde

• 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: 2-(difluoromethyl)-1H-indole-3-carbaldehyde
• 化学式: C₁₀H₇F₂NO
• 分子量: 195.168
• InChiKey: HFNYSFULRRHNGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-吲哚甲醛 、 (difluoromethyl)triphenylphosphonium bromide 在 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以31%的产率得到2-(difluoromethyl)-1H-indole-3-carbaldehyde
  参考文献：
  名称：

  Direct access to 2-difluoromethyl indoles via photoredox catalysis

  摘要：

  A visible-light mediated approach to radical difluoromethylation of 3- and 3,5-substituted indoles was investigated using a readily synthesized difluoromethyl source, CF2HPPh3Br. Direct difluoromethylation of indoles in the two position is a rare feat in the literature. The reactions were conducted at room temperature, using Ir (ppy)(3) as photocatalyst in acetone, to afford the 2-difluoromethyl indoles in relatively low to moderate yields.

  DOI：

  10.1016/j.jfluchem.2019.05.009

文献信息

• Direct access to 2-difluoromethyl indoles via photoredox catalysis
  作者：Miles A. Rubinski、Simon E. Lopez、William R. Dolbier

  DOI：10.1016/j.jfluchem.2019.05.009

  日期：2019.8

  A visible-light mediated approach to radical difluoromethylation of 3- and 3,5-substituted indoles was investigated using a readily synthesized difluoromethyl source, CF2HPPh3Br. Direct difluoromethylation of indoles in the two position is a rare feat in the literature. The reactions were conducted at room temperature, using Ir (ppy)(3) as photocatalyst in acetone, to afford the 2-difluoromethyl indoles in relatively low to moderate yields.