2,2'-(2-(p-tolyl)propane-1,3-diyl)diquinoline | 103280-96-2

• 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: 2,2'-(2-(p-tolyl)propane-1,3-diyl)diquinoline
• 英文别名: 1,3-di-[2]quinolyl-2-p-tolyl-propane；1,3-Di-[2]chinolyl-2-p-tolyl-propan；2-[2-(4-Methylphenyl)-3-quinolin-2-ylpropyl]quinoline
• CAS: 103280-96-2
• 化学式: C₂₈H₂₄N₂
• 分子量: 388.512
• InChiKey: HCBIRMLDYUESIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 在 硫酸 、 乙酸酐 作用下， 生成 2,2'-(2-(p-tolyl)propane-1,3-diyl)diquinoline
  参考文献：
  名称：

  324.喹啉系列。第一部分。奎尼丁和哌啶的加成反应

  摘要：

  DOI：

  10.1039/jr9590001641

文献信息

• C(sp3)–H functionalization of methyl azaarenes: a calcium-catalyzed facile synthesis of (E)-2-styryl azaarenes and 2-aryl-1,3-bisazaarenes
  作者：Srinivasarao Yaragorla、Garima Singh、Ravikrishna Dada

  DOI：10.1016/j.tetlet.2015.09.035

  日期：2015.10

  Alkaline earth (Ca2+) catalyzed sp(3) C-H functionalization of methyl azaarenes for the synthesis of biologically important (E)-2-styryl azaarenes, 2-aryl-1,3-bisazaarenes and 3,3-bisazaarenyl indolinones has been described. Initially methyl azaarenes react with aryl aldehydes to give beta-hydroxy derivatives, which undergo Ca(II) catalyzed thermodynamic elimination to give the styryl azaarenes in a single step. Similarly it may undergo S(N)1 reaction to give 2-aryl-1,3-bisazaarenes and 3,3-bisazaarenyl indolinones (if isatin used as the electrophile). This green synthetic methodology enjoys the simple reaction procedures, solvent free conditions, step economy, substrate diversity and high yields of the products in short time. (C) 2015 Elsevier Ltd. All rights reserved.
• Brønsted acid catalyzed synthesis of 1,3-di(2-quinolyl)propane derivatives via tandem C(sp3)–H functionalization
  作者：Jia-jia Jin、Dong-chao Wang、Hong-ying Niu、Shan Wu、Gui-rong Qu、Zhong-bo Zhang、Hai-ming Guo

  DOI：10.1016/j.tet.2013.05.135

  日期：2013.8

  A novel protocol for Bronsted acid catalyzed reaction of 2-methyl azaarenes and aromatic aldehyde to give 1,3-di(2-quinolyl)propane derivatives through tandem C(sp(3))-H bond functionalization has been developed. This approach provides a new access to a variety of 1,3-di(2-quinolyl)propane derivatives, which are potentially of great importance in pharmaceuticals and ligand fields. (C) 2013 Elsevier Ltd. All rights reserved.