2-((1H-indol-3-yl)(4-(trifluoromethyl)phenyl)methyl)malononitrile | 1429415-37-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-((1H-indol-3-yl)(4-(trifluoromethyl)phenyl)methyl)malononitrile
• 英文别名: [alpha-(1H-Indole-3-yl)-4-(trifluoromethyl)benzyl]malononitrile；2-[1H-indol-3-yl-[4-(trifluoromethyl)phenyl]methyl]propanedinitrile
• CAS: 1429415-37-1
• 化学式: C₁₉H₁₂F₃N₃
• 分子量: 339.32
• InChiKey: WJXZCOSRMGOCTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  63.37
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  吲哚 、 2-(4-三氟亚苄基)-丙二腈 在 lithium perchlorate 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 2-((1H-indol-3-yl)(4-(trifluoromethyl)phenyl)methyl)malononitrile
  参考文献：
  名称：

  电化学方法合成3-取代的吲哚衍生物

  摘要：

  通过利用电化学诱导的各种醛，吲哚和丙二腈的缩合反应，开发了一种高效经济的方法来合成3-取代的吲哚。

  DOI：

  10.1016/j.tetlet.2017.09.003

文献信息

• Polyethylene glycol (PEG-200)-promoted sustainable one-pot three-component synthesis of 3-indole derivatives in water
  作者：Leilei Wang、Manna Huang、Xinhai Zhu、Yiqian Wan

  DOI：10.1016/j.apcata.2012.12.008

  日期：2013.3

  A sustainable three-component reaction of indoles, aldehydes, and malononitrile in water promoted by polyethylene glycol (PEG-200) afforded 3-indole derivatives in good to excellent yields.

  聚乙二醇（PEG-200）促进了水中吲哚，醛和丙二腈的可持续三组分反应，得到了3-吲哚衍生物，收率良好。
• l-Proline-catalyzed multicomponent synthesis of 3-indole derivatives
  作者：Yan-Hong He、Jian-Fei Cao、Rui Li、Yang Xiang、Da-Cheng Yang、Zhi Guan

  DOI：10.1016/j.tet.2015.10.027

  日期：2015.12

  A green one-pot multicomponent reaction for the synthesis of 3-indole derivatives was developed via L-proline-catalyzed condensation between indoles, aldehydes, and malononitrile. The process was carried out in ethanol at room temperature, and the desired products were obtained in good to excellent yields of up to 98%. Pyrrole as the nucleophile and 2,2,2-trifluoroacetophenone as the electrophile can also work in this transformation. The salient features of this protocol were environmental friendliness, simplicity of the procedure, ready accessibility of the catalyst, high yield, and mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.