N-(2-(1H-indol-3-yl)ethyl)-N-benzyl-3-oxobutanamide | 1364770-31-9

• 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: N-(2-(1H-indol-3-yl)ethyl)-N-benzyl-3-oxobutanamide
• 英文别名: N-benzyl-N-[2-(1H-indol-3-yl)ethyl]-3-oxobutanamide
• CAS: 1364770-31-9
• 化学式: C₂₁H₂₂N₂O₂
• 分子量: 334.418
• InChiKey: UWGKKOPRICZWSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-(1H-indol-3-yl)ethyl)-N-benzyl-3-oxobutanamide 在 lithium hexamethyldisilazane 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 1.17h， 以74%的产率得到
  参考文献：
  名称：

  Construction of Polycyclic Spiro-indolines via an Intramolecular Oxidative Coupling/Cyclization Cascade Reaction Process

  摘要：

  An efficient protocol for assembling a polycyclic spiroindoline scaffold is developed, which involves an intramolecular oxidative coupling of dianions derived from indole-embodied beta-ketoamides using iodine as the oxidant, and subsequent attack of oxygen anion to the resultant imine moiety. A number of tetracyclic spiroindolines are prepared with moderate to good yields.

  DOI：

  10.1021/ol3003496
• 作为产物：
  描述：

  苄基-[2-(1H-吲哚-3-基)-乙基]-胺 、 乙酰乙酸乙酯 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以80%的产率得到N-(2-(1H-indol-3-yl)ethyl)-N-benzyl-3-oxobutanamide
  参考文献：
  名称：

  Construction of Polycyclic Spiro-indolines via an Intramolecular Oxidative Coupling/Cyclization Cascade Reaction Process

  摘要：

  An efficient protocol for assembling a polycyclic spiroindoline scaffold is developed, which involves an intramolecular oxidative coupling of dianions derived from indole-embodied beta-ketoamides using iodine as the oxidant, and subsequent attack of oxygen anion to the resultant imine moiety. A number of tetracyclic spiroindolines are prepared with moderate to good yields.

  DOI：

  10.1021/ol3003496

文献信息

• Construction of Polycyclic Spiro-indolines via an Intramolecular Oxidative Coupling/Cyclization Cascade Reaction Process
  作者：Feng Fan、Weiqing Xie、Dawei Ma

  DOI：10.1021/ol3003496

  日期：2012.3.16

  An efficient protocol for assembling a polycyclic spiroindoline scaffold is developed, which involves an intramolecular oxidative coupling of dianions derived from indole-embodied beta-ketoamides using iodine as the oxidant, and subsequent attack of oxygen anion to the resultant imine moiety. A number of tetracyclic spiroindolines are prepared with moderate to good yields.