2-(1-Methylindol-3-yl)-4-phenylquinoline-3-carbonitrile | 1384512-28-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(1-Methylindol-3-yl)-4-phenylquinoline-3-carbonitrile
• 英文别名: 2-(1-methylindol-3-yl)-4-phenylquinoline-3-carbonitrile
• CAS: 1384512-28-0
• 化学式: C₂₅H₁₇N₃
• 分子量: 359.43
• InChiKey: FREJAQZBNOROBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基二苯甲酮 、 3-氰基乙酰基-1-甲基吲哚 在 polyphosphoric acid 作用下， 以 PEG-400 为溶剂， 反应 0.5h， 以89%的产率得到2-(1-Methylindol-3-yl)-4-phenylquinoline-3-carbonitrile
  参考文献：
  名称：

  A new and facile access to the 2-(indol-3-yl)-3-nitriloquinolines based on Friedländer annulations

  摘要：

  Preparation of 2-(indol-3-yl)-3-nitriloquinolines via Friedlander quinoline synthesis using 3-cyanoacetylindoles possessing an alpha-methylene group and ortho-amino arylketones have been described. This reaction took place in PEG-400 as a green solvent and it is catalyzed with polyphosphoric acid (PPA) to give novel types of quinolines containing both indoles and cyano functions in one step under thermal and microwave conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.006

文献信息

• A new and facile access to the 2-(indol-3-yl)-3-nitriloquinolines based on Friedländer annulations
  作者：Morteza Shiri、Mohammad Ali Zolfigol、Mahtab Pirveysian、Roya Ayazi-Nasrabadi、Hendrik G. Kruger、Tricia Naicker、Iraj Mohammadpoor-Baltork

  DOI：10.1016/j.tet.2012.05.006

  日期：2012.7

  Preparation of 2-(indol-3-yl)-3-nitriloquinolines via Friedlander quinoline synthesis using 3-cyanoacetylindoles possessing an alpha-methylene group and ortho-amino arylketones have been described. This reaction took place in PEG-400 as a green solvent and it is catalyzed with polyphosphoric acid (PPA) to give novel types of quinolines containing both indoles and cyano functions in one step under thermal and microwave conditions. (C) 2012 Elsevier Ltd. All rights reserved.