1-(1-(4-bromophenyl)ethyl)-1H-pyrrole | 1197029-68-7

• 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: 1-(1-(4-bromophenyl)ethyl)-1H-pyrrole
• 英文别名: 1-[1-(4-Bromophenyl)ethyl]pyrrole
• CAS: 1197029-68-7
• 化学式: C₁₂H₁₂BrN
• mdl: MFCD14696292
• 分子量: 250.138
• InChiKey: IYICZKHABQZEMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  3-吡咯啉 、 4-溴苯乙酮 在 苯甲酸 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以65%的产率得到1-(1-(4-bromophenyl)ethyl)-1H-pyrrole
  参考文献：
  名称：

  Formation of N-Alkylpyrroles via Intermolecular Redox Amination

  摘要：

  A wide variety of aldehydes, ketones, and lactols undergo redox amination when allowed to react with 3-pyrroline in the presence of a mild Bronsted acid catalyst. This reaction utilizes the inherent reducing power of 3-pyrroline to perform the equivalent of a reductive amination to form alkyl pyrroles. In doing so, the reaction avoids stoichiometric reducing agents that are typically associated with reductive aminations. Moreover, the redox amination protocol allows access to alkyl. pyrroles that cannot be made via standard reductive amination.

  DOI：

  10.1021/ja907357g

文献信息

• Formation of <i>N</i>-Alkylpyrroles via Intermolecular Redox Amination
  作者：Nirmal K. Pahadi、Miranda Paley、Ranjan Jana、Shelli R. Waetzig、Jon A. Tunge

  DOI：10.1021/ja907357g

  日期：2009.11.25

  A wide variety of aldehydes, ketones, and lactols undergo redox amination when allowed to react with 3-pyrroline in the presence of a mild Bronsted acid catalyst. This reaction utilizes the inherent reducing power of 3-pyrroline to perform the equivalent of a reductive amination to form alkyl pyrroles. In doing so, the reaction avoids stoichiometric reducing agents that are typically associated with reductive aminations. Moreover, the redox amination protocol allows access to alkyl. pyrroles that cannot be made via standard reductive amination.