3-((2,4-dichlorophenyl)(1H-indol-3-yl)methyl)-1H-indole

• 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: 3-((2,4-dichlorophenyl)(1H-indol-3-yl)methyl)-1H-indole
• 英文别名: 3,3′-[(2,4-dichlorophenyl)methylene]bis(1H-indole)；3,3'-((2,4-dichlorophenyl)methylene)bis(1H-indole)；3,3'-[(2,4-dichlorophenyl)methylene]bis(1H-indole)；3,3'-bisindolyl-2,4-dichlorophenylmethane；3-[(2,4-dichlorophenyl)-(1H-indol-3-yl)methyl]-1H-indole
• 化学式: C₂₃H₁₆Cl₂N₂
• 分子量: 391.299
• InChiKey: POFFADJJIUAMIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2,4-二氯苄醇 在 bismuth(III) nitrate 作用下， 反应 5.05h， 生成 3-((2,4-dichlorophenyl)(1H-indol-3-yl)methyl)-1H-indole
  参考文献：
  名称：

  Chemoselective One-pot Conversion of Primary Alcohols to their Bis(indolyl)methanes Promoted by Bi(NO₃)₃·5H₂O

  摘要：

  描述了一种新的“绿色”和高效的一锅法合成双吲哚甲烷的方案，使用Bi(NO₃)₃·5H₂O从一级醇中合成。该程序通过无溶剂反应进行化学选择性，产物收率高至极好。

  DOI：

  10.1515/znb-2007-0408

文献信息

• PEG-SO₃H as a Catalyst for the Preparation of Bis-Indolyl and Tris-Indolyl Methanes in Aqueous Media
  作者：V. Jhansi Rani、K. Veena Vani、C. Venkata Rao

  DOI：10.1080/00397911.2010.551700

  日期：2012.7.15

  Abstract A facile, efficient, and green synthesis of bis-indolyl and tris-indolyl methanes has been developed by one-pot condensation of indole with structurally diverse aldehydes and ketones in the presence of poly(ethylene glycol)–bound sulfonic acid as catalyst at room temperature. GRAPHICAL ABSTRACT

  摘要 在聚（乙二醇）结合的磺酸作为催化剂存在下，通过吲哚与结构不同的醛和酮的一锅缩合，开发了一种简便、高效和绿色的双吲哚和三吲哚甲烷合成方法。室内温度。图形概要
• Dimethylurea/citric acid as a highly efficient deep eutectic solvent for the multi-component reactions
  作者：BEHNAZ BAFTI、HOJATOLLAH KHABAZZADEH

  DOI：10.1007/s12039-014-0624-x

  日期：2014.5

  Dimethylurea/citric acid deep eutectic solvent was used as a dual catalyst and a green reaction medium for the efficient synthesis of bis(indolyl)methanes, quinolines and aryl-4, 5-diphenyl-1H-imidazoles. Ease of recovery and reusability of DES with high activity makes this method efficient and eco-friendly. A new method for the synthesis of bis(indolyl)methanes, quinolines and aryl-4, 5-diphenyl-1H-Imidazole

  二甲基脲/柠檬酸深的低共熔溶剂用作有效合成双（吲哚基）甲烷，喹啉和芳基-4、5-二苯基-1H-咪唑的双重催化剂和绿色反应介质。高活性的DES易于恢复和可重复使用，使该方法高效且环保。 在二甲基脲/柠檬酸深低共熔溶剂（DES）作为高效，低成本和均相催化介质存在下合成双（吲哚基）甲烷，喹啉和芳基4，5-二苯基-1H-咪唑的新方法描述。
• Convenient synthesis of bis(indolyl)alkanes by dithiocarbohydrazone Schiff base/Zn(ClO4)2·6H2O catalyzed Friedel–Crafts reaction of indoles with imines
  作者：Yong-Hai Hui、Yong-Cheng Chen、Hai-Wei Gong、Zheng-Feng Xie

  DOI：10.1016/j.cclet.2013.09.010

  日期：2014.1

  Friedel–Crafts reaction of indoles with imines in the presence of dithiocarbohydrazone Schiff base/Zn(ClO4)2·6H2O as a highly stable, effective and readily available catalyst is described. Moderate to good yields (up to 99% yield) were obtained with both substrates for imine derivatives. This procedure is simple, practical and economic.

  摘要在二硫代碳hydr Schiff碱/ Zn（ClO4）2·6H2O存在下，通过吲哚和亚胺的弗里德-克雷夫特反应，通过吲哚与亚胺的弗里德-克来夫特反应制备双（吲哚基）甲烷（BIM）的新方法，简便而高效描述了有效和容易获得的催化剂。使用亚胺衍生物的两种底物均获得了中等至良好的收率（高达99％的收率）。该过程简单，实用且经济。
• Lewis acidic ionic liquids of crown ether complex cations: preparation and applications in organic reactions
  作者：Yatao Liang、Jinyuan Wang、Chen Cheng、Huangwang Jing

  DOI：10.1039/c6ra21947k

  日期：——

  A range of Lewis acidic ionic liquids composed of crown ether complex cations were designed, synthesised and characterised by Raman, MS, FT-IR, thermogravimetric differential thermal analysis (TGA-DSC) and elemental analysis. These Lewis acidic ionic liquids were utilized as catalysts to prepare 2-phenyl-1H-benzo[d]imidazole using the same amount of aldehyde and o-phenylenediamine under air atmosphere

  设计，合成和表征了一系列由冠醚络合物阳离子组成的路易斯酸性离子液体，并通过拉曼光谱，质谱，傅立叶变换红外光谱，热重差热分析（​​TGA-DSC）和元素分析进行​​了表征。这些路易斯酸性离子液体被用作催化剂，在空气气氛下使用相同量的醛和邻苯二胺和1-苄基-2-苯基-1 H-苯并[ ]制备2-苯基-1 H-苯并[ d ]咪唑。d ]咪唑，使用两当量的醛和一当量的o-苯二胺在氩气中。还发现这些离子液体是在温和条件下合成双（吲哚基）甲烷衍生物的良好催化剂。另外，提出并讨论了在离子液体作为催化剂存在下上述反应的合理机理。
• New magnetic nanocomposites of ZrO₂–Al₂O₃–Fe₃O₄as green solid acid catalysts in organic reactions
  作者：Anqi Wang、Xiang Liu、Zhongxing Su、Huanwang Jing

  DOI：10.1039/c3cy00572k

  日期：——

  A series of magnetic solid acid nano-catalysts were designed and prepared through a facile co-precipitate approach. The original nanocomposites ZrO2–Al2O3–Fe3O4 were characterized by means of ICP-AES, BET, XRD, TEM, HRTEM, VSM, FT-IR, NH3-TPD and TG. Their catalytic behaviours were investigated via esterification, the synthesis of bis-indolylmethanes, Hantzsch reaction, Biginelli reaction and Pechmann reaction. In all of these organic reactions, the corresponding products were obtained in moderate to excellent yields. The optimal catalyst was ZAF-16/16, which retained catalytic activity after several recycles.

  通过简便的共沉淀方法设计并制备了一系列磁性固体酸纳米催化剂。原始纳米复合材料ZrO2–Al2O3–Fe3O4通过ICP-AES、BET、XRD、TEM、HRTEM、VSM、FT-IR、NH3-TPD和TG进行了表征。通过酯化反应、双吲哚甲烷合成、Hantzsch反应、Biginelli反应和Pechmann反应研究了它们的催化行为。在所有这些有机反应中，获得了相应产品的中等至优良产率。最佳催化剂是ZAF-16/16，经过多次循环后仍保持催化活性。