5-(1H-indol-3-yl)-1-phenethylpyrrolidin-2-one | 1429218-13-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-(1H-indol-3-yl)-1-phenethylpyrrolidin-2-one
• 英文别名: 5-(1H-indol-3-yl)-1-(2-phenylethyl)pyrrolidin-2-one
• CAS: 1429218-13-2
• 化学式: C₂₀H₂₀N₂O
• 分子量: 304.392
• InChiKey: DXRJBGGRSGHHQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  36.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-allylphenethylamine 在 Stewart-Grubbs catalyst 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 5-(1H-indol-3-yl)-1-phenethylpyrrolidin-2-one
  参考文献：
  名称：

  Tandem Ring-Closing Metathesis/Isomerization Reactions for the Total Synthesis of Violacein

  摘要：

  A series of 5-substituted 2-pyrrolidinones was synthesized through a one-pot ruthenium alkylidene-catalyzed tandem RCM/isomerization/nucleophilic addition sequence. The intermediates resulting from RCM/isomerization showed reactivity toward electrophiles in aldol condensation reactions which provided a new entry for the total synthesis of the antileukemic natural product violacein.

  DOI：

  10.1021/ol400654r

文献信息

• Tandem Ring-Closing Metathesis/Isomerization Reactions for the Total Synthesis of Violacein
  作者：Mette T. Petersen、Thomas E. Nielsen

  DOI：10.1021/ol400654r

  日期：2013.4.19

  A series of 5-substituted 2-pyrrolidinones was synthesized through a one-pot ruthenium alkylidene-catalyzed tandem RCM/isomerization/nucleophilic addition sequence. The intermediates resulting from RCM/isomerization showed reactivity toward electrophiles in aldol condensation reactions which provided a new entry for the total synthesis of the antileukemic natural product violacein.