1-(2-bromo-4-methyl-phenyl)-3-phenyl-1H-pyrrole-2-carbaldehyde | 938164-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(2-bromo-4-methyl-phenyl)-3-phenyl-1H-pyrrole-2-carbaldehyde
• 英文别名: 1-(2-Bromo-4-methylphenyl)-3-phenylpyrrole-2-carbaldehyde；1-(2-bromo-4-methylphenyl)-3-phenylpyrrole-2-carbaldehyde
• CAS: 938164-25-1
• 化学式: C₁₈H₁₄BrNO
• 分子量: 340.219
• InChiKey: PKRHTLICPMROBS-UHFFFAOYSA-N

物化性质

• 熔点：
  109-111 °C(Solvent: Hexane; Ethyl acetate)
• 沸点：
  493.0±45.0 °C(predicted)
• 密度：
  1.32±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-bromo-4-methyl-phenyl)-3-phenyl-1H-pyrrole-2-carbaldehyde 、 2,5-降冰片二烯 在 palladium diacetate 、 三苯基膦 caesium carbonate 作用下， 以 甲苯 为溶剂， 以84%的产率得到7-Methyl-2-phenylpyrrolo[1,2-a]quinoline-1-carbaldehyde
  参考文献：
  名称：

  Palladium-Catalyzed Annulation of Aryl Heterocycles with Strained Alkenes

  摘要：

  An annulation reaction proceeding by the intermolecular addition of an arylpalladium(II) halide across a strained alkene, followed by an intramolecular C-H functionalization of a pendant heterocycle is described. A variety of polycyclic heterocycles have been prepared from readily accessible haloaryl heterocycles by annulation with a range of strained alkene partners.

  DOI：

  10.1021/ol070475w
• 作为产物：
  描述：

  2-溴-4-甲基苯胺盐酸盐 在 三氯氧磷 作用下， 以 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 3.17h， 生成 1-(2-bromo-4-methyl-phenyl)-3-phenyl-1H-pyrrole-2-carbaldehyde
  参考文献：
  名称：

  Palladium-Catalyzed Annulation of Aryl Heterocycles with Strained Alkenes

  摘要：

  An annulation reaction proceeding by the intermolecular addition of an arylpalladium(II) halide across a strained alkene, followed by an intramolecular C-H functionalization of a pendant heterocycle is described. A variety of polycyclic heterocycles have been prepared from readily accessible haloaryl heterocycles by annulation with a range of strained alkene partners.

  DOI：

  10.1021/ol070475w

文献信息

• Palladium-Catalyzed Annulation of Aryl Heterocycles with Strained Alkenes
  作者：David G. Hulcoop、Mark Lautens

  DOI：10.1021/ol070475w

  日期：2007.4.1

  An annulation reaction proceeding by the intermolecular addition of an arylpalladium(II) halide across a strained alkene, followed by an intramolecular C-H functionalization of a pendant heterocycle is described. A variety of polycyclic heterocycles have been prepared from readily accessible haloaryl heterocycles by annulation with a range of strained alkene partners.