2-(4-fluorophenyl)-3-methyl-1-(pyridin-2-yl)-1H-indole | 1401518-63-5

• 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-(4-fluorophenyl)-3-methyl-1-(pyridin-2-yl)-1H-indole
• 英文别名: 2-(4-Fluorophenyl)-3-methyl-1-pyridin-2-ylindole
• CAS: 1401518-63-5
• 化学式: C₂₀H₁₅FN₂
• 分子量: 302.351
• InChiKey: TVXPTMBSEXRXKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-甲基吲哚 在 potassium phosphate 、 copper(l) iodide 、 [RhCl2(p-cymene)]2 、 copper(II) bis(trifluoromethanesulfonate) 、 silver(l) oxide 、 N,N'-二甲基乙二胺 作用下， 以 1,4-二氧六环 、 甲苯 为溶剂， 反应 30.0h， 生成 2-(4-fluorophenyl)-3-methyl-1-(pyridin-2-yl)-1H-indole
  参考文献：
  名称：

  Ruthenium-Catalyzed Heteroatom-Directed Regioselective C–H Arylation of Indoles Using a Removable Tether

  摘要：

  A new approach to C-2 arylated indoles has been developed by utilizing a ruthenium-catalyzed, heteroatom-directed regioselective C-H arylation. The reaction is highly site-selective and results in very good yields. The highlight of the work is the use of a removable directing group and compatibility of the catalytic system with halogen functional groups in the substrates.

  DOI：

  10.1021/acs.orglett.5b00535

文献信息

• Cobalt-Catalyzed Direct Arylation and Benzylation by CH/CO Cleavage with Sulfamates, Carbamates, and Phosphates
  作者：Weifeng Song、Lutz Ackermann

  DOI：10.1002/anie.201202466

  日期：2012.8.13

  Inexpensive cobalt catalysts enable the first direct arylation and benzylation of (hetero)arenes with aryl carbamates, sulfamates, and phosphates with ample scope. The non‐radical CH/CO arylation reaction even proved viable at ambient temperature.

  廉价的钴催化剂可以使（杂）芳烃与氨基甲酸芳基酯，氨基磺酸盐和磷酸盐进行足够的范围内的首次直接芳基化和苄基化反应。甚至证明非自由基的CH / CO芳基化反应在环境温度下也是可行的。
• Ruthenium-Catalyzed Heteroatom-Directed Regioselective C–H Arylation of Indoles Using a Removable Tether
  作者：Virendra Kumar Tiwari、Neha Kamal、Manmohan Kapur

  DOI：10.1021/acs.orglett.5b00535

  日期：2015.4.3

  A new approach to C-2 arylated indoles has been developed by utilizing a ruthenium-catalyzed, heteroatom-directed regioselective C-H arylation. The reaction is highly site-selective and results in very good yields. The highlight of the work is the use of a removable directing group and compatibility of the catalytic system with halogen functional groups in the substrates.