2-(dibenzylamino)-5-methylbenzaldehyde | 1291080-87-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(dibenzylamino)-5-methylbenzaldehyde
• CAS: 1291080-87-9
• 化学式: C₂₂H₂₁NO
• 分子量: 315.415
• InChiKey: ZYRWLVXWGWRRSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(dibenzylamino)-5-methylbenzaldehyde 在 哌啶 、 (S)-6,6'-dimethyl-3,3'-bis(4-nitro-2-trifluoromethylphenyl)-1,1'-biphenyl-2,2'-yl phosphate 、 溶剂黄146 作用下， 以 甲苯 、 苯 为溶剂， 反应 41.0h， 生成 (S)-dimethyl 1-benzyl-6-methyl-2-phenyl-1,2-dihydroquinoline-3,3(4H)-dicarboxylate
  参考文献：
  名称：

  Selective Activation of Enantiotopic C(sp³)−Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives

  摘要：

  Chiral phosphoric acid-catalyzed asymmetric C-H functionalization has been achieved. In this process, enantiotopic C(sp(3))-hydrogen is selectively activated by chiral phosphoric acid to afford tetrahydroquinoline derivatives with excellent enantioselectivities (up to 97% ee).

  DOI：

  10.1021/ja2014955
• 作为产物：
  描述：

  2-溴-4-甲基苯胺 在 正丁基锂 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 13.08h， 生成 2-(dibenzylamino)-5-methylbenzaldehyde
  参考文献：
  名称：

  Selective Activation of Enantiotopic C(sp³)−Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives

  摘要：

  Chiral phosphoric acid-catalyzed asymmetric C-H functionalization has been achieved. In this process, enantiotopic C(sp(3))-hydrogen is selectively activated by chiral phosphoric acid to afford tetrahydroquinoline derivatives with excellent enantioselectivities (up to 97% ee).

  DOI：

  10.1021/ja2014955

文献信息

• Expeditious Synthesis of Multisubstituted Quinolinone Derivatives Based on Ring Recombination Strategy
  作者：Kazuma Yokoo、Keiji Mori

  DOI：10.1021/acs.orglett.9b04224

  日期：2020.1.3

  We achieved a concise construction of 3-substituted quinolinone derivatives based on a ring recombination strategy. In this process, seven transformations involving two types of cyclization proceeded in one pot to afford various quinolinone derivatives in good to excellent chemical yields (up to 98%).
• Selective Activation of Enantiotopic C(sp³)−Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives
  作者：Keiji Mori、Kensuke Ehara、Kazuki Kurihara、Takahiko Akiyama

  DOI：10.1021/ja2014955

  日期：2011.4.27

  Chiral phosphoric acid-catalyzed asymmetric C-H functionalization has been achieved. In this process, enantiotopic C(sp(3))-hydrogen is selectively activated by chiral phosphoric acid to afford tetrahydroquinoline derivatives with excellent enantioselectivities (up to 97% ee).