5-bromo-2-phenyl-N-methylpyrrole | 778581-57-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 5-bromo-2-phenyl-N-methylpyrrole
• 英文别名: 2-Bromo-1-methyl-5-phenylpyrrole
• CAS: 778581-57-0
• 化学式: C₁₁H₁₀BrN
• 分子量: 236.111
• InChiKey: JJUPYMNGMTYRIC-UHFFFAOYSA-N

物化性质

• 沸点：
  301.8±22.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4-三氟甲基苯硼酸 、 5-bromo-2-phenyl-N-methylpyrrole 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以74%的产率得到2-(4-trifluoromethylphenyl)-5-phenyl-N-methylpyrrole
  参考文献：
  名称：

  General facile synthesis of 2,5-diarylheteropentalenes

  摘要：

  Palladium-catalyzed cross-coupling reactions of various heteropentalene derivatives were systematically studied. A general three-step synthesis of 2,5-diarylheteropentalenes involving two Suzuki or Negishi couplings and a regiospecific bromination was developed. Nonsymmetrical 2,5-diaryl-furans, thiophenes, pyrroles, 1,3-thiazoles, 1,3-oxazoles, 1,3,4-thiadiazoles, and 1,3,4-oxadiazoles were prepared in 31-67% isolated yield (three steps). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.132
• 作为产物：
  描述：

  2-tri-tert-butylstannyl-N-methylpyrrole 在 bis-triphenylphosphine-palladium(II) chloride 溴 、 sodium acetate 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 5-bromo-2-phenyl-N-methylpyrrole
  参考文献：
  名称：

  General facile synthesis of 2,5-diarylheteropentalenes

  摘要：

  Palladium-catalyzed cross-coupling reactions of various heteropentalene derivatives were systematically studied. A general three-step synthesis of 2,5-diarylheteropentalenes involving two Suzuki or Negishi couplings and a regiospecific bromination was developed. Nonsymmetrical 2,5-diaryl-furans, thiophenes, pyrroles, 1,3-thiazoles, 1,3-oxazoles, 1,3,4-thiadiazoles, and 1,3,4-oxadiazoles were prepared in 31-67% isolated yield (three steps). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.07.132