2,3-bis(3,5-dimethylphenyl)-1-methyl-1H-indole | 1448547-36-1

• 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: 2,3-bis(3,5-dimethylphenyl)-1-methyl-1H-indole
• 英文别名: 2,3-Bis(3,5-dimethylphenyl)-1-methylindole；2,3-bis(3,5-dimethylphenyl)-1-methylindole
• CAS: 1448547-36-1
• 化学式: C₂₅H₂₅N
• 分子量: 339.48
• InChiKey: PPFOBJNXGNNKOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2,3-二溴-1-甲基吲哚 、 3,5-二甲基苯硼酸 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以90%的产率得到2,3-bis(3,5-dimethylphenyl)-1-methyl-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

• Rhodium(III)-catalyzed synthesis of indoles from 1-alkylidene-2-arylhydrazines and alkynes via C–H and N–N bond cleavages
  作者：Takanori Matsuda、Yuki Tomaru

  DOI：10.1016/j.tetlet.2014.04.016

  日期：2014.5

  1-Alkylidene-2-arylhydrazines undergo annulative coupling with internal alkynes in the presence of a rhodium(III) catalyst and a copper(II) salt. The reaction proceeds through cleavage of the C–H and N–N bonds of hydrazines to afford 1,2,3-trisubstituted indole derivatives.

  1-炔基-2-芳基肼在铑（III）催化剂和铜（II）盐存在下与内部炔烃进行环状偶联。通过肼的CH键和NH键的裂解进行反应，得到1,2,3-三取代的吲哚衍生物。
• 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.