benzo[h]quinoline-9-carbaldehyde | 872122-15-1

• 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: benzo[h]quinoline-9-carbaldehyde
• CAS: 872122-15-1
• 化学式: C₁₄H₉NO
• 分子量: 207.232
• InChiKey: MSJWGHHSSJPVMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.96
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  benzo[h]quinoline-9-carbaldehyde 、 三苯基苄基溴化膦 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以69%的产率得到9-styryl-benzo[h]quinoline
  参考文献：
  名称：

  Monoaza[5]helicenes. Part 2: Synthesis, characterisation and theoretical calculations

  摘要：

  The synthesis of four different monoaza[5]helicenes is reported, to complete the whole series of these compounds, so that systematic studies on their properties can be carried out. They were fully characterised via NMR. A theoretical approach to explain why ring closure occurs to give the most crowded compound is reported, in comparison with earlier calculation methods. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.132
• 作为产物：
  描述：

  triphenyl(pyridin-3-ylmethyl)phosphonium bromide 在 sodium methylate 、 对甲苯磺酸 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 53.0h， 生成 benzo[h]quinoline-9-carbaldehyde
  参考文献：
  名称：

  Monoaza[5]helicenes. Part 2: Synthesis, characterisation and theoretical calculations

  摘要：

  The synthesis of four different monoaza[5]helicenes is reported, to complete the whole series of these compounds, so that systematic studies on their properties can be carried out. They were fully characterised via NMR. A theoretical approach to explain why ring closure occurs to give the most crowded compound is reported, in comparison with earlier calculation methods. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.132

文献信息

• Ruthenium-Catalyzed <i>meta</i>-Selective C_Ar—H Bond Formylation of Arenes
  作者：Chunqi Jia、Nini Wu、Xiaofeng Cai、Gang Li、Lei Zhong、Lei Zou、Xiuling Cui

  DOI：10.1021/acs.joc.0c00007

  日期：2020.3.20

  The meta-CAr—H bond formylation of arenes has been achieved using CHBr3 as a formyl source in the presence of [Ru(p-cym)(OAc)2] as a catalyst. This method provides efficient access to the preparation of various meta-substituted aromatic compounds, such as alcohols, ethers, amines, nitriles, alkenes, halogens, carboxylic acids, and their derivatives, through transformation of the versatile formyl group

  在[Ru（p- cym）（OAc）2 ]作为催化剂的存在下，使用CHBr 3作为甲酰基源已经实现了芳烃的间位-C Ar -H键甲酰化。通过转化通用的甲酰基，该方法提供了有效制备各种间位取代的芳族化合物的途径，例如醇，醚，胺，腈，烯烃，卤素，羧酸及其衍生物。此外，机理研究表明，关键的活性物种是五角形钌循环络合物。