2-(2,5-dimethoxyphenyl)-1-methyl-3-phenyl-1H-indole | 1226974-68-0

• 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-(2,5-dimethoxyphenyl)-1-methyl-3-phenyl-1H-indole
• 英文别名: 2-(2,5-Dimethoxyphenyl)-1-methyl-3-phenylindole；2-(2,5-dimethoxyphenyl)-1-methyl-3-phenylindole
• CAS: 1226974-68-0
• 化学式: C₂₃H₂₁NO₂
• 分子量: 343.425
• InChiKey: XITUFVAJEJHBFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  23.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,3-二溴-1-甲基吲哚 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 为溶剂， 反应 14.17h， 生成 2-(2,5-dimethoxyphenyl)-1-methyl-3-phenyl-1H-indole
  参考文献：
  名称：

  One-pot synthesis of arylated 1-methyl-1H-indoles by Suzuki–Miyaura cross-coupling reactions of 2,3-dibromo-1-methyl-1H-indole and 2,3,6-tribromo-1-methyl-1H-indole

  摘要：

  Arylated 1-methyl-1H-indoles were prepared by Suzuki-Miyaura cross-coupling reactions of 2,3-dibromo-1-methyl-1H-indole and 2,3,6-tribromo-1-methyl-1H-indole. The reactions proceed with very good regioselectivity in favour of position 2. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.100

文献信息

• One-Pot Synthesis of Unsymmetrical 2,3-Diarylindoles by Site-Selective ­Suzuki-Miyaura Reactions of N-Methyl-2,3-dibromoindole
  作者：Peter Langer、Muhammad Ibad、Munawar Hussain、Obaid-Ur-Rahman Abid、Asad Ali、Ihsan Ullah、Dhafer Zinad

  DOI：10.1055/s-0029-1219201

  日期：2010.2

  The Suzuki-Miyaura reaction of N-methyl-2,3-dibromoindole with two equivalents of boronic acids gave symmetrical 2,3-diarylindoles. The reaction with one equivalent of arylboronic acid resulted in site-selective formation of 2-aryl-3-bromoindoles. The one-pot reaction of 2,3-dibromoindole with two different arylboronic acids afforded unsymmetrical 2,3-diarylindoles containing two different aryl groups.

  N-甲基-2,3-二溴吲哚与两个当量的硼酸的铃木-宫浦反应产出了对称的2,3-二芳基吲哚。与一个当量的芳基硼酸反应则选择性地形成了2-芳基-3-溴吲哚。2,3-二溴吲哚与两种不同芳基硼酸的一锅法反应得到含有两种不同芳基的非对称2,3-二芳基吲哚。
• One-pot synthesis of arylated 1-methyl-1H-indoles by Suzuki–Miyaura cross-coupling reactions of 2,3-dibromo-1-methyl-1H-indole and 2,3,6-tribromo-1-methyl-1H-indole
  作者：Muhammad Farooq Ibad、Dhafer Saber Zinad、Munawar Hussain、Asad Ali、Alexander Villinger、Peter Langer

  DOI：10.1016/j.tet.2013.05.100

  日期：2013.9

  Arylated 1-methyl-1H-indoles were prepared by Suzuki-Miyaura cross-coupling reactions of 2,3-dibromo-1-methyl-1H-indole and 2,3,6-tribromo-1-methyl-1H-indole. The reactions proceed with very good regioselectivity in favour of position 2. (C) 2013 Elsevier Ltd. All rights reserved.