1-(pyridin-3-yl)-2-(pyridin-3-ylmethyl)-2,3-dihydro-1H-indole

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(pyridin-3-yl)-2-(pyridin-3-ylmethyl)-2,3-dihydro-1H-indole
• 英文别名: 1-Pyridin-3-yl-2-(pyridin-3-ylmethyl)-2,3-dihydroindole；1-pyridin-3-yl-2-(pyridin-3-ylmethyl)-2,3-dihydroindole
• 化学式: C₁₉H₁₇N₃
• 分子量: 287.364
• InChiKey: KEASCSFBTLVKGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-溴吡啶 、 2-allyl-phenylamine 在 tris(dibenzylideneacetone)dipalladium (0) 、 双(2-二苯基磷苯基)醚 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 以87%的产率得到1-(pyridin-3-yl)-2-(pyridin-3-ylmethyl)-2,3-dihydro-1H-indole
  参考文献：
  名称：

  Palladium-Catalyzed Synthesis of N-Aryl-2-benzylindolines via Tandem Arylation of 2-Allylaniline:  Control of Selectivity through in Situ Catalyst Modification

  摘要：

  A new synthesis of N-aryl-2-benzylindolines from 2-allylanilines and two different aryl bromides is described. This transformation involves two different sequential metal-catalyzed reactions that lead to the formation of two C-N bonds and one C-C bond in a one-pot process. The selective installation of two different aryl groups in these reactions is accomplished by in situ modification of the palladium catalyst prior to addition of the second aryl bromide.

  DOI：

  10.1021/ja0460920

文献信息

• Palladium-Catalyzed Synthesis of <i>N</i>-Aryl-2-benzylindolines via Tandem Arylation of 2-Allylaniline:  Control of Selectivity through in Situ Catalyst Modification
  作者：Ricardo Lira、John P. Wolfe

  DOI：10.1021/ja0460920

  日期：2004.11.1

  A new synthesis of N-aryl-2-benzylindolines from 2-allylanilines and two different aryl bromides is described. This transformation involves two different sequential metal-catalyzed reactions that lead to the formation of two C-N bonds and one C-C bond in a one-pot process. The selective installation of two different aryl groups in these reactions is accomplished by in situ modification of the palladium catalyst prior to addition of the second aryl bromide.