11-(1H-indol-3-yl)-6H-indolo[2,3-b]quinoline | 1093115-97-9

• 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: 11-(1H-indol-3-yl)-6H-indolo[2,3-b]quinoline
• 英文别名: 11-(1h-Indol-3-yl)-6hindolo[2,3-b]quinoline
• CAS: 1093115-97-9
• 化学式: C₂₃H₁₅N₃
• 分子量: 333.392
• InChiKey: DMCRNHQKTXEBNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.5
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  11-(1H-indol-3-yl)-6H-indolo[2,3-b]quinoline 、 四丁基氟化铵 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Selective detection of fluoride via amplified donor-acceptor interaction of 6H-indolo[2,3-b]quinoline

  摘要：

  In this report, 6H-indolo[2,3-b]quinoline (hereafter 2a) was synthesized and employed as an optical chemosensor for fluoride. The sensitivity of 2a towards fluoride was established from the change in both the absorption and emission signals. The various in-situ H-1 NMR, UV-Vis, and density functional studies indicate that the 1:2 binding interaction between 2a and fluoride followed by deprotonation to its corresponding di-anion (2a(e-)), which in turn boosted the donor-acceptor interaction between indole and quinoline moiety in 2a(e-) via expansion of torsion angle by 10.2 degrees as compared to 2a Consequently the significant changes in both the absorption and emission signal of 2a allow us to detect and estimate the concentration of fluoride up to 0.2 mu M from the mixture of different anions. (C) 2018 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2018.11.064
• 作为产物：
  描述：

  吲哚 在 tin(II) chloride dihdyrate 作用下， 以 甲醇 、 水 为溶剂， 反应 9.0h， 生成 11-(1H-indol-3-yl)-6H-indolo[2,3-b]quinoline
  参考文献：
  名称：

  Selective detection of fluoride via amplified donor-acceptor interaction of 6H-indolo[2,3-b]quinoline

  摘要：

  In this report, 6H-indolo[2,3-b]quinoline (hereafter 2a) was synthesized and employed as an optical chemosensor for fluoride. The sensitivity of 2a towards fluoride was established from the change in both the absorption and emission signals. The various in-situ H-1 NMR, UV-Vis, and density functional studies indicate that the 1:2 binding interaction between 2a and fluoride followed by deprotonation to its corresponding di-anion (2a(e-)), which in turn boosted the donor-acceptor interaction between indole and quinoline moiety in 2a(e-) via expansion of torsion angle by 10.2 degrees as compared to 2a Consequently the significant changes in both the absorption and emission signal of 2a allow us to detect and estimate the concentration of fluoride up to 0.2 mu M from the mixture of different anions. (C) 2018 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2018.11.064

文献信息

• Unprecedented SnCl2·2H2O-mediated intramolecular cyclization of nitroarenes via C–N bond formation: a new entry to the synthesis of cryptotackieine and related skeletons
  作者：Sunil Sharma、Bijoy Kundu

  DOI：10.1016/j.tetlet.2008.09.154

  日期：2008.12

  A mild, efficient, and one-pot protocol for the intramolecular cyclization of 2-substituted nitroarenes via C-N bond formation using SnCl2 center dot 2H(2)O is described. The versatility of the method has been demonstrated by synthesizing two sets of polycyclic structures based oil privileged structures of indole and pyrrole, and of the alkaloid cryptotackieine associated with antimalarial activity. Our new approach provides a powerful entry into polycyclic structures related to an alkaloid. (c) 2008 Elsevier Ltd. All rights reserved.