2-[Methyl(2-methylprop-2-enyl)amino]benzaldehyde | 1101859-07-7

• 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-[Methyl(2-methylprop-2-enyl)amino]benzaldehyde
• 英文别名: 2-[methyl(2-methylprop-2-enyl)amino]benzaldehyde
• CAS: 1101859-07-7
• 化学式: C₁₂H₁₅NO
• 分子量: 189.257
• InChiKey: FFTHHTKIVPCIPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  8-溴喹啉 、 2-[Methyl(2-methylprop-2-enyl)amino]benzaldehyde 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.17h， 以65%的产率得到(2-(methyl(2-methylallyl)amino)phenyl)(quinolin-8-yl)methanol
  参考文献：
  名称：

  Catalytic Carbon−Carbon σ Bond Activation: An Intramolecular Carbo-Acylation Reaction with Acylquinolines

  摘要：

  Carbon-carbon sigma-bond activation is a contemporary challenge for organometallic chemistry and catalysis. Herein, we disclose a new alkene carboacylation reaction initiated by quinoline-directed, rhodium-catalyzed C-C sigma bond activation. The alkene carboacylation allows for the construction of all-carbon quaternary centers, with a broad substrate scope, providing access to carbocyclic and heterocyclic ring systems in good to excellent yields.

  DOI：

  10.1021/ja8066308
• 作为产物：
  描述：

  [2-[Methyl(2-methylprop-2-enyl)amino]phenyl]methanol 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以0.55 g的产率得到2-[Methyl(2-methylprop-2-enyl)amino]benzaldehyde
  参考文献：
  名称：

  Catalytic Carbon−Carbon σ Bond Activation: An Intramolecular Carbo-Acylation Reaction with Acylquinolines

  摘要：

  Carbon-carbon sigma-bond activation is a contemporary challenge for organometallic chemistry and catalysis. Herein, we disclose a new alkene carboacylation reaction initiated by quinoline-directed, rhodium-catalyzed C-C sigma bond activation. The alkene carboacylation allows for the construction of all-carbon quaternary centers, with a broad substrate scope, providing access to carbocyclic and heterocyclic ring systems in good to excellent yields.

  DOI：

  10.1021/ja8066308

文献信息

• Catalytic Carbon−Carbon σ Bond Activation: An Intramolecular Carbo-Acylation Reaction with Acylquinolines
  作者：Ashley M. Dreis、Christopher J. Douglas

  DOI：10.1021/ja8066308

  日期：2009.1.21

  Carbon-carbon sigma-bond activation is a contemporary challenge for organometallic chemistry and catalysis. Herein, we disclose a new alkene carboacylation reaction initiated by quinoline-directed, rhodium-catalyzed C-C sigma bond activation. The alkene carboacylation allows for the construction of all-carbon quaternary centers, with a broad substrate scope, providing access to carbocyclic and heterocyclic ring systems in good to excellent yields.