2,2-dimethyl-N-[2-[2,2,2-trifluoro-1-hydroxy-1-(1H-indol-3-yl)ethyl]phenyl]propanamide | 1150560-99-8

• 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: 2,2-dimethyl-N-[2-[2,2,2-trifluoro-1-hydroxy-1-(1H-indol-3-yl)ethyl]phenyl]propanamide
• CAS: 1150560-99-8
• 化学式: C₂₁H₂₁F₃N₂O₂
• 分子量: 390.405
• InChiKey: VOPDSJISEDSSGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  65.1
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  吲哚 、 N-pivaloyl-2-(trifluoroacetyl)aniline 在 2-叔丁基-1,1,3,3-四甲基胍 、 水 作用下， 反应 16.0h， 以60%的产率得到2,2-dimethyl-N-[2-[2,2,2-trifluoro-1-hydroxy-1-(1H-indol-3-yl)ethyl]phenyl]propanamide
  参考文献：
  名称：

  Efficient Guanidine-Catalyzed Alkylation of Indoles with Fluoromethyl Ketones in the presence of Water

  摘要：

  A simple and efficient guanidine-catalyzed methodology for the direct preparation of trifluoromethyl-indolyl-phenylethanols in the presence of water is reported. This synthetically viable class of compounds is obtained in excellent yields (up to 98%) through Friedel-Crafts-type alkylation of indoles with aromatic fluoromethyl ketones. Exceptional reaction scope of indoles and alkylating agents is described.

  DOI：

  10.1021/ol9005079

文献信息

• Efficient Guanidine-Catalyzed Alkylation of Indoles with Fluoromethyl Ketones in the presence of Water
  作者：Marco Bandini、Riccardo Sinisi

  DOI：10.1021/ol9005079

  日期：2009.5.21

  A simple and efficient guanidine-catalyzed methodology for the direct preparation of trifluoromethyl-indolyl-phenylethanols in the presence of water is reported. This synthetically viable class of compounds is obtained in excellent yields (up to 98%) through Friedel-Crafts-type alkylation of indoles with aromatic fluoromethyl ketones. Exceptional reaction scope of indoles and alkylating agents is described.