2-methylnon-1-en-4-yn-3-yl 2-(1H-indol-3-yl)acetate | 872885-01-3

• 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: 2-methylnon-1-en-4-yn-3-yl 2-(1H-indol-3-yl)acetate
• CAS: 872885-01-3
• 化学式: C₂₀H₂₃NO₂
• 分子量: 309.408
• InChiKey: QOWSCUWGDUWGHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  470.4±40.0 °C(Predicted)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methylnon-1-en-4-yn-3-yl 2-(1H-indol-3-yl)acetate 在 Ph3PAuSbF6 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 (2-butyl-4-methylcyclopenta-1,4-dien-1-yl) 2-(1H-indol-3-yl)acetate 、
  参考文献：
  名称：

  Tandem Au-Catalyzed 3,3-Rearrangement−[2 + 2] Cycloadditions of Propargylic Esters:  Expeditious Access to Highly Functionalized 2,3-Indoline-Fused Cyclobutanes

  摘要：

  The treatment of readily available propargylic indole-3-acetates with a catalytic amount of AuCl(PPh3)/AgSbF6 leads to tandem activations of the propargylic esters and the in situ generated allenylic esters, resulting in expeditious access to highly functionalized cyclobutanes with fused 2,3-indoline and gamma-lactone rings and an exocyclic E-double bond through sequential 3,3-rearrangement and [2 + 2] cyclization.

  DOI：

  10.1021/ja056419c
• 作为产物：
  描述：

  1-己炔 在 4-二甲氨基吡啶 、 正丁基锂 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-methylnon-1-en-4-yn-3-yl 2-(1H-indol-3-yl)acetate
  参考文献：
  名称：

  Tandem Au-Catalyzed 3,3-Rearrangement−[2 + 2] Cycloadditions of Propargylic Esters:  Expeditious Access to Highly Functionalized 2,3-Indoline-Fused Cyclobutanes

  摘要：

  The treatment of readily available propargylic indole-3-acetates with a catalytic amount of AuCl(PPh3)/AgSbF6 leads to tandem activations of the propargylic esters and the in situ generated allenylic esters, resulting in expeditious access to highly functionalized cyclobutanes with fused 2,3-indoline and gamma-lactone rings and an exocyclic E-double bond through sequential 3,3-rearrangement and [2 + 2] cyclization.

  DOI：

  10.1021/ja056419c

文献信息

• Tandem Au-Catalyzed 3,3-Rearrangement−[2 + 2] Cycloadditions of Propargylic Esters:  Expeditious Access to Highly Functionalized 2,3-Indoline-Fused Cyclobutanes
  作者：Liming Zhang

  DOI：10.1021/ja056419c

  日期：2005.12.1

  The treatment of readily available propargylic indole-3-acetates with a catalytic amount of AuCl(PPh3)/AgSbF6 leads to tandem activations of the propargylic esters and the in situ generated allenylic esters, resulting in expeditious access to highly functionalized cyclobutanes with fused 2,3-indoline and gamma-lactone rings and an exocyclic E-double bond through sequential 3,3-rearrangement and [2 + 2] cyclization.