2,3-diphenylbenzo[h]quinoline | 97152-78-8

• 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: 2,3-diphenylbenzo[h]quinoline
• 英文别名: 2,3-Diphenyl-7,8-benzochinolin；2,3-Diphenyl-benzo[h]chinolin；Diphenylbenzoquinoline
• CAS: 97152-78-8
• 化学式: C₂₅H₁₇N
• 分子量: 331.417
• InChiKey: GZQKXMGDMDXGSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  在 溶剂黄146 作用下， 反应 24.0h， 以143 mg的产率得到2,3-diphenylbenzo[h]quinoline
  参考文献：
  名称：

  A Multicomponent Coupling Sequence for Direct Access to Substituted Quinolines

  摘要：

  A titanium-catalyzed three-component coupling reaction can be used to generate tautomers of N-aryl-1,3-diimines. Simple treatment of these products with acetic acid leads to cyclization forming quinoline derivatives in a one-pot procedure. The primary amines employed can be substituted anilines, aminonaphthalenes, or even heterocyclic amines, which leads to a variety of fused-ring heterocyclic frameworks. The one-pot yields varied from 25-71% for the 18 examples presented in this study.

  DOI：

  10.1021/ol901855b

文献信息

• Divergent Synthesis of Functionalized Quinolines from Aniline and Two Distinct Amino Acids
  作者：Jia-Chen Xiang、Zi-Xuan Wang、Yan Cheng、Shi-Qing Xia、Miao Wang、Bo-Cheng Tang、Yan-Dong Wu、An-Xin Wu

  DOI：10.1021/acs.joc.7b01501

  日期：2017.9.1

  A practicable quinoline synthesis from aniline and two amino acids was developed for generating a wide range of quinolines with high efficiency and diversity. Thus, it facilitated the creations of pharmaceutical derivatives, photochemical active compounds, and challenging scaffolds. The concept of using two amino acids as heterocyclic precursors has been raised for the first time. Mechanistic studies

  开发了一种由苯胺和两个氨基酸合成可行的喹啉，以高效和多样性地产生各种喹啉。因此，它促进了药物衍生物，光化学活性化合物和具有挑战性的支架的产生。首次提出了使用两个氨基酸作为杂环前体的概念。机理研究表明，I 2可以使新的C–N和C–C键过程脱羧，氧化脱氨和选择性重建。
• Borsche; Wagner-Roemmich, Justus Liebigs Annalen der Chemie, 1940, vol. 544, p. 280,284
  作者：Borsche、Wagner-Roemmich

  DOI：——

  日期：——
• [EN] APPARATUS AND METHODS FOR SIMULTANEOUS OPERATION OF MINIATURIZED REACTORS<br/>[FR] DISPOSITIFS ET PROCEDES SERVANT A EFFECTUER L'OPERATION SIMULTANEE DE REACTEURS MINIATURISES
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2005097969A1

  公开（公告）日：2005-10-20

  The present invention provides a variety of microscale bioreactors (microfermentors) and microscale bioreactor arrays for use in culturing cells. The microfermentors include a vessel (2) for culturing cells and means for providing oxygen (6) to the interior of the vessel at a concentration sufficient to support cell growth, e.g., growth of bacterial cells. Depending on the embodiment, the microfermentor vessel may have various interior volumes less than approximately 1 ml. The microfermentors may include an aeration membrane (6) and optionally a variety of sensing devices (12). The invention further provides a chamber to contain the microfermentors and microfermentor arrays and to provide environmental control. The invention provides microreactors having a variety of different designs, some of which incorporate active stirring and/or have the capability to operate in batch or fed-batch mode. The invention further provides an apparatus and methods for simultaneous operation of a plurality of microreactors, with monitoring of the individual microreactors during a run. The invention further provides methods of performing gene expression analysis on cells cultured in microreactors.
• A Multicomponent Coupling Sequence for Direct Access to Substituted Quinolines
  作者：Supriyo Majumder、Kevin R. Gipson、Aaron L. Odom

  DOI：10.1021/ol901855b

  日期：2009.10.15

  A titanium-catalyzed three-component coupling reaction can be used to generate tautomers of N-aryl-1,3-diimines. Simple treatment of these products with acetic acid leads to cyclization forming quinoline derivatives in a one-pot procedure. The primary amines employed can be substituted anilines, aminonaphthalenes, or even heterocyclic amines, which leads to a variety of fused-ring heterocyclic frameworks. The one-pot yields varied from 25-71% for the 18 examples presented in this study.