1-methyl-3-(2,3,4,6-tetrafluorophenyl)-1H-indole | 1244039-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-methyl-3-(2,3,4,6-tetrafluorophenyl)-1H-indole
• 英文别名: 1-Methyl-3-(2,3,4,6-tetrafluorophenyl)indole；1-methyl-3-(2,3,4,6-tetrafluorophenyl)indole
• CAS: 1244039-18-6
• 化学式: C₁₅H₉F₄N
• 分子量: 279.237
• InChiKey: PDDCWPUXCRUDIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 、 1,2,3,5-四氟苯 在 palladium diacetate 、 溶剂黄146 、 silver carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 7.0h， 以72%的产率得到1-methyl-3-(2,3,4,6-tetrafluorophenyl)-1H-indole
  参考文献：
  名称：

  Pd-Catalyzed Oxidative Cross-Coupling of Perfluoroarenes with Aromatic Heterocycles

  摘要：

  A straightforward and practical method for direct Pd(OAc)(2)-catalyzed oxidative cross-coupling of electron-deficient perfluoroarenes with aromatic heterocycles has been developed. Because of its low catalyst loading (2.5 mol %), high reaction efficiency, good chemo- and regioselectivity, and excellent functional-group compatibility, this protocol provides a useful and operationally simple access to perfluoroarene thiophene structures of interest in functional materials for electronic devices.

  DOI：

  10.1021/ja106046p

文献信息

• Pd-Catalyzed Oxidative Cross-Coupling of Perfluoroarenes with Aromatic Heterocycles
  作者：Chun-Yang He、Shilu Fan、Xingang Zhang

  DOI：10.1021/ja106046p

  日期：2010.9.22

  A straightforward and practical method for direct Pd(OAc)(2)-catalyzed oxidative cross-coupling of electron-deficient perfluoroarenes with aromatic heterocycles has been developed. Because of its low catalyst loading (2.5 mol %), high reaction efficiency, good chemo- and regioselectivity, and excellent functional-group compatibility, this protocol provides a useful and operationally simple access to perfluoroarene thiophene structures of interest in functional materials for electronic devices.