1-phenyl-2-methyl-4-diphenylphosphoryl-1H-pyrrole | 1426094-83-8

• 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-phenyl-2-methyl-4-diphenylphosphoryl-1H-pyrrole
• 英文别名: 4-Diphenylphosphoryl-2-methyl-1-phenylpyrrole；4-diphenylphosphoryl-2-methyl-1-phenylpyrrole
• CAS: 1426094-83-8
• 化学式: C₂₃H₂₀NOP
• 分子量: 357.392
• InChiKey: VZHCHZQOOYPDNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯胺 、 3,4-dibromo-5,5-dimethyl-2,2-diphenyl-1,2-oxaphosphol-3-enium bromide 以 硝基甲烷 为溶剂， 反应 1.5h， 以57%的产率得到1-phenyl-2-methyl-4-diphenylphosphoryl-1H-pyrrole
  参考文献：
  名称：

  Formation of β-(diphenylphosphoryl)pyrroles via reactions of dibromocyclobutenylphosphine oxides with aniline

  摘要：

  1-Phenyl-2-methyl(phenyl)-4-(diphenylphosphoryl)pyrroles are obtained, unexpectedly instead of the 1-phenyl-4-methyl(phenyl)-2-(diphenylphosphoryl)pyrrole regioisomers from a series of reactions between 1,4-dibromo-2-methyl(phenyl)-4-diphenylphosphorylcyclobutenes and aniline via nucleophilic substitution accompanied by an allylic shift, subsequent retro electrocyclization and pyrrole ring closure. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.067

文献信息

• Formation of β-(diphenylphosphoryl)pyrroles via reactions of dibromocyclobutenylphosphine oxides with aniline
  作者：Alexander S. Bogachenkov、Boris I. Ionin、Gerd-Volker Röschenthaler

  DOI：10.1016/j.tetlet.2013.01.067

  日期：2013.3

  1-Phenyl-2-methyl(phenyl)-4-(diphenylphosphoryl)pyrroles are obtained, unexpectedly instead of the 1-phenyl-4-methyl(phenyl)-2-(diphenylphosphoryl)pyrrole regioisomers from a series of reactions between 1,4-dibromo-2-methyl(phenyl)-4-diphenylphosphorylcyclobutenes and aniline via nucleophilic substitution accompanied by an allylic shift, subsequent retro electrocyclization and pyrrole ring closure. (C) 2013 Elsevier Ltd. All rights reserved.