2-(3-hydroxypropyl)-6-methoxy-2-(5-methoxy-2-methyl-1H-indol-3-yl)indolin-3-one | 1529780-40-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(3-hydroxypropyl)-6-methoxy-2-(5-methoxy-2-methyl-1H-indol-3-yl)indolin-3-one
• CAS: 1529780-40-2
• 化学式: C₂₂H₂₄N₂O₄
• 分子量: 380.444
• InChiKey: OPVSYKIFEISFFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  83.58
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(3-hydroxypropyl)-6-methoxy-2-(5-methoxy-2-methyl-1H-indol-3-yl)indolin-3-one 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以59%的产率得到6-methoxy-9a-(5-methoxy-2-methyl-1H-indol-3-yl)-1,9a-dihydro-3H-pyrrolo[1,2-a]indole-3,9(2H)-dione
  参考文献：
  名称：

  The synthesis of the central tricyclic core of the isatisine A: harmonious orchestration of [metal]-catalyzed reactions in a sequence

  摘要：

  Two sequential metal-catalyzed transformations, involving [In]-catalyzed Friedel Crafts type addition of spiroaminol carbon to indole C3 followed by [Rh]-catalyzed dehydrogenative cyclization of the resulting gamma-amino alcohol culminated in the construction of the central tricyclic core isatisine A. The overall strategy employed three easily available starting compounds and delivered the complex tricyclic core in four steps with all four steps being catalytic in nature. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.026
• 作为产物：
  描述：

  5-甲氧基-2-甲基吲哚 、 在 indium(III) chloride 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以89%的产率得到2-(3-hydroxypropyl)-6-methoxy-2-(5-methoxy-2-methyl-1H-indol-3-yl)indolin-3-one
  参考文献：
  名称：

  The synthesis of the central tricyclic core of the isatisine A: harmonious orchestration of [metal]-catalyzed reactions in a sequence

  摘要：

  Two sequential metal-catalyzed transformations, involving [In]-catalyzed Friedel Crafts type addition of spiroaminol carbon to indole C3 followed by [Rh]-catalyzed dehydrogenative cyclization of the resulting gamma-amino alcohol culminated in the construction of the central tricyclic core isatisine A. The overall strategy employed three easily available starting compounds and delivered the complex tricyclic core in four steps with all four steps being catalytic in nature. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.026