(S)-3-hydroxy-1-methyl-3-(1H-pyrrol-2-yl)indolin-2-one | 1613223-27-0

• 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: (S)-3-hydroxy-1-methyl-3-(1H-pyrrol-2-yl)indolin-2-one
• 英文别名: (3S)-3-hydroxy-1-methyl-3-(1H-pyrrol-2-yl)indol-2-one
• CAS: 1613223-27-0
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: CHWKWWWTZPUCJY-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  56.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  靛红 在 六氟异丙醇 、 C₆₂H₅₂Cu₂F₆N₂O₄ 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 、 mineral oil 为溶剂， 反应 42.08h， 生成 (S)-3-hydroxy-1-methyl-3-(1H-pyrrol-2-yl)indolin-2-one
  参考文献：
  名称：

  Copper-Catalyzed Enantioselective Friedel–Crafts Alkylation of Pyrrole with Isatins

  摘要：

  The highly enantioselective Friedel-Crafts alkylation of pyrrole with isatins catalyzed by the tridentate Schiff base/Cu catalyst was developed. Hexafluoroisopropanol (HFIP) was used as a crucial additive to improve the enantioselectivity. In the case of N-unprotected isatins, an innovative substrate slow-releasing strategy was applied by virtue of a Henry/retro-Henry reaction.

  DOI：

  10.1021/ol501086q

文献信息

• Copper-Catalyzed Enantioselective Friedel–Crafts Alkylation of Pyrrole with Isatins
  作者：Chong Li、Fengfeng Guo、Kun Xu、Sheng Zhang、Yanbin Hu、Zhenggen Zha、Zhiyong Wang

  DOI：10.1021/ol501086q

  日期：2014.6.20

  The highly enantioselective Friedel-Crafts alkylation of pyrrole with isatins catalyzed by the tridentate Schiff base/Cu catalyst was developed. Hexafluoroisopropanol (HFIP) was used as a crucial additive to improve the enantioselectivity. In the case of N-unprotected isatins, an innovative substrate slow-releasing strategy was applied by virtue of a Henry/retro-Henry reaction.