4-((1H-indol-3-yl)(3-methoxyphenyl)methyl)-N,N-dimethylaniline | 1307875-34-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-((1H-indol-3-yl)(3-methoxyphenyl)methyl)-N,N-dimethylaniline
• 英文别名: 4-[1H-indol-3-yl(3-methoxyphenyl)methyl]-N,N-dimethylaniline；4-[1H-indol-3-yl-(3-methoxyphenyl)methyl]-N,N-dimethylaniline
• CAS: 1307875-34-8
• 化学式: C₂₄H₂₄N₂O
• 分子量: 356.467
• InChiKey: VQGRDCOWJMIAFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  28.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲哚 、 4-甲氧基苯甲醛 、 N,N-二甲基苯胺 在 sulfonic acid functionalized Fe₃O₄ 作用下， 以 neat (no solvent) 为溶剂， 反应 1.0h， 以85%的产率得到4-((1H-indol-3-yl)(3-methoxyphenyl)methyl)-N,N-dimethylaniline
  参考文献：
  名称：

  Magnetically separable sulfonic acid catalysed one-pot synthesis of diverse indole derivatives

  摘要：

  Fe3O4-OSO3H was identified as an efficient reusable catalyst for the facile synthesis of diarylmethyl indole derivatives under neat condition by C-C bond forming reaction. Fe3O4-OSO3H catalysis was further extended to C-N bond forming reactions and for the synthesis of spermicidal 3,3'-di(indolyl)oxindole derivative. All the products were obtained in good to excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.08.043

文献信息

• FeCl3 as Lewis acid catalyzed one-pot three-component aza-Friedel–Crafts reactions of indoles, aldehydes, and tertiary aromatic amines
  作者：Jie Liu、Tao He、Lei Wang

  DOI：10.1016/j.tet.2011.03.050

  日期：2011.5

  A new strategy for the synthesis of 3-diarylmethyl indoles was developed through FeCl3 as Lewis acid catalyzed three-component aza-Friedel–Crafts reactions of indoles, aldehydes, and tertiary aromatic amines in one-pot. The reactions generated the corresponding 3-diarylmethyl indoles in good yields under mild reaction conditions by using less expensive, readily available, and environmentally benign

  通过路易斯酸催化一锅合成吲哚，醛和叔芳族胺的三组分氮杂-弗里德尔-克来夫特反应，通过FeCl 3提出了一种新的3-二芳基甲基吲哚合成策略。通过使用较便宜，易于获得且对环境无害的铁催化剂，该反应在温和的反应条件下以高收率产生了相应的3-二芳基甲基吲哚。重要的是要注意，此反应的关键特征是操作简便。
• Magnetically separable sulfonic acid catalysed one-pot synthesis of diverse indole derivatives
  作者：Jagatheeswaran Kothandapani、Asaithampi Ganesan、Subramaniapillai Selva Ganesan

  DOI：10.1016/j.tetlet.2015.08.043

  日期：2015.10

  Fe3O4-OSO3H was identified as an efficient reusable catalyst for the facile synthesis of diarylmethyl indole derivatives under neat condition by C-C bond forming reaction. Fe3O4-OSO3H catalysis was further extended to C-N bond forming reactions and for the synthesis of spermicidal 3,3'-di(indolyl)oxindole derivative. All the products were obtained in good to excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.