2,2'-(2-(4-chlorophenyl)propane-1,3-diyl)diquinoline | 1446451-61-1

• 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-(4-chlorophenyl)propane-1,3-diyl)diquinoline
• 英文别名: 2-[2-(4-Chlorophenyl)-3-quinolin-2-ylpropyl]quinoline
• CAS: 1446451-61-1
• 化学式: C₂₇H₂₁ClN₂
• 分子量: 408.93
• InChiKey: SIYPPNRWVQUYOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  2-甲基喹啉 、 4-氯苯甲醛 在 tert-butylammonium hexafluorophosphate(V) 、 calcium(II) trifluoromethanesulfonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以85%的产率得到2,2'-(2-(4-chlorophenyl)propane-1,3-diyl)diquinoline
  参考文献：
  名称：

  C(sp3)–H functionalization of methyl azaarenes: a calcium-catalyzed facile synthesis of (E)-2-styryl azaarenes and 2-aryl-1,3-bisazaarenes

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2015.09.035

文献信息

• 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.