2-(1-hydroxyethyl)-1-methyl-1H-benzo[ f ]indole-4,9-dione | 1332494-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(1-hydroxyethyl)-1-methyl-1H-benzo[ f ]indole-4,9-dione
• 英文别名: 2-(1-hydroxyethyl)-1-methyl-1H-benzo[f]indole-4,9-dione；2-(1-Hydroxyethyl)-1-methylbenzo[f]indole-4,9-dione；2-(1-hydroxyethyl)-1-methylbenzo[f]indole-4,9-dione
• CAS: 1332494-56-0
• 化学式: C₁₅H₁₃NO₃
• 分子量: 255.273
• InChiKey: GKRXOWHNYVQOMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(甲基氨基)萘-1,4-二酮 在 吡啶 、 copper(I) oxide 、 palladium diacetate 、 potassium carbonate 、 morpholine-iodine complex 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 2-(1-hydroxyethyl)-1-methyl-1H-benzo[ f ]indole-4,9-dione
  参考文献：
  名称：

  Synthesis of indolequinones via a Sonogashira coupling/cyclization cascade reaction

  摘要：

  A mild strategy for constructing indolequinone motifs is described on the basis of the Sonogashira reaction and a copper-catalyzed intramolecular cyclization cascade reaction. The first step involves the palladium- and copper-catalyzed reaction between halogenated naphthoquinone and terminal acetylene to generate a coupling product, which then reacts in a copper-catalyzed intramolecular cyclization with the nitrogen functional group adjacent to the carbon-carbon triple bond. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.008

文献信息

• Synthesis of indolequinones via a Sonogashira coupling/cyclization cascade reaction
  作者：Mitsuaki Yamashita、Kazunori Ueda、Koichi Sakaguchi、Akira Iida

  DOI：10.1016/j.tetlet.2011.07.008

  日期：2011.9

  A mild strategy for constructing indolequinone motifs is described on the basis of the Sonogashira reaction and a copper-catalyzed intramolecular cyclization cascade reaction. The first step involves the palladium- and copper-catalyzed reaction between halogenated naphthoquinone and terminal acetylene to generate a coupling product, which then reacts in a copper-catalyzed intramolecular cyclization with the nitrogen functional group adjacent to the carbon-carbon triple bond. (C) 2011 Elsevier Ltd. All rights reserved.