ethyl 2-((1,2-dimethyl-1H-indol-3-yl)methyl)-3-oxobutanoate | 1370263-95-8

• 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: ethyl 2-((1,2-dimethyl-1H-indol-3-yl)methyl)-3-oxobutanoate
• 英文别名: Ethyl 2-[(1,2-dimethylindol-3-yl)methyl]-3-oxobutanoate；ethyl 2-[(1,2-dimethylindol-3-yl)methyl]-3-oxobutanoate
• CAS: 1370263-95-8
• 化学式: C₁₇H₂₁NO₃
• 分子量: 287.359
• InChiKey: ABNHGCUQMLWRHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  48.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-甲基乙酰乙酸乙酯 、 1,2-二甲基吲哚 在 过氧化苯甲酸叔丁酯 、 palladium(II) trifluoroacetate 、 溶剂黄146 作用下， 以 异丙醇 为溶剂， 反应 22.08h， 以55%的产率得到ethyl 2-((1,2-dimethyl-1H-indol-3-yl)methyl)-3-oxobutanoate
  参考文献：
  名称：

  Palladium-Catalyzed Dehydrogenative β′-Functionalization of β-Keto Esters with Indoles at Room Temperature

  摘要：

  The dehydrogenative beta'-functionalization of a-substituted beta-keto esters with indoles proceeds with high regioselectivities (C3-selective for the indole partner and beta'-selective for the beta-keto ester) and good yields under mild palladium catalysis at room temperature with a variety of oxidants. Two possible mechanisms involving either late or early involvement of indole are presented.

  DOI：

  10.1021/ja300684r

文献信息

• Palladium-Catalyzed Dehydrogenative β′-Functionalization of β-Keto Esters with Indoles at Room Temperature
  作者：Mikko V. Leskinen、Kai-Tai Yip、Arto Valkonen、Petri M. Pihko

  DOI：10.1021/ja300684r

  日期：2012.4.4

  The dehydrogenative beta'-functionalization of a-substituted beta-keto esters with indoles proceeds with high regioselectivities (C3-selective for the indole partner and beta'-selective for the beta-keto ester) and good yields under mild palladium catalysis at room temperature with a variety of oxidants. Two possible mechanisms involving either late or early involvement of indole are presented.