2-((1H-indol-2-yl)(4-methoxyphenyl)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: 2-((1H-indol-2-yl)(4-methoxyphenyl)methyl)-1H-indole
• 英文别名: Bis(indolyl)-4-methoxyphenylmethane；2-[1H-indol-2-yl-(4-methoxyphenyl)methyl]-1H-indole
• 化学式: C₂₄H₂₀N₂O
• 分子量: 352.436
• InChiKey: MYOBSULIROLRSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  40.8
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吲哚 、 4-甲氧基苯甲醛 在 1-hexenesulphonic acid sodium salt 作用下， 以 水 为溶剂， 反应 1.0h， 以88%的产率得到2-((1H-indol-2-yl)(4-methoxyphenyl)methyl)-1H-indole
  参考文献：
  名称：

  超声辅助1-己磺酸钠盐催化双（吲哚-3-基）甲烷的绿色合成。

  摘要：

  描述了1-己磺酸磺酸钠作为绿色合成双（吲哚-3-基）甲烷的催化剂。使用1-己磺酸钠盐在环境温度下使用超声辐射在适当的时间进行吲哚与各种醛的反应，可提供良好至优异收率的所需产物。从经济和环境的角度来看，利用水性介质，简单的反应条件，分离和纯化使这种操作非常有趣。

  DOI：

  10.1016/j.ultsonch.2009.08.015

文献信息

• Synthesis and application of silica phenyl sulfonic acid as a solid acid heterogeneous catalyst for one-pot synthesis of 2-aryl-1-arylmethyl-1H-1,3-benzimidazoles and bis(indolyl)methanes in water
  作者：Hojat Veisi、Alireza Sedrpoushan、Mohammad Ali Zolfigol、Farajollah Mohanazadeh

  DOI：10.1002/jhet.765

  日期：2011.11

  Silica phenyl sulfonic acid (SPSA) was prepared and effectively used in the one‐pot synthesis of 2‐aryl‐1‐arylmethyl‐1H‐1,3‐benzimidazoles from o‐phenylenediamine with aldehydes in water in the presence of tetrabutyl ammonium bromide with good to high yield. Also, SPSA was used as a catalyst for the synthesis of bis(indolyl)methanes in water. J. Heterocyclic Chem., (2011).

  制备了二氧化硅苯基磺酸（SPSA）并将其有效地用于在四丁基溴化铵与水存在下，由邻苯二胺和醛在水中一锅法合成2-芳基-1-芳基甲基-1H-1,3-苯并咪唑好到高产。而且，SPSA还用作在水中合成双（吲哚基）甲烷的催化剂。J.杂环化​​学。（2011）。
• Ultrasound assisted green synthesis of bis(indol-3-yl)methanes catalyzed by 1-hexenesulphonic acid sodium salt
  作者：Ratnadeep S. Joshi、Priyanka G. Mandhane、Santosh D. Diwakar、Charansingh H. Gill

  DOI：10.1016/j.ultsonch.2009.08.015

  日期：2010.2

  1-Hexenesulphonic acid sodium salt as catalyst for green synthesis of bis(indol-3-yl)methanes was described. The reaction of indole with various aldehydes in water using ultrasound irradiation at ambient temperature for appropriate time using 1-hexenesulphonic acid sodium salt furnish the desired product in good to excellent yield. Utilization of aqueous medium, simple reaction conditions, isolation

  描述了1-己磺酸磺酸钠作为绿色合成双（吲哚-3-基）甲烷的催化剂。使用1-己磺酸钠盐在环境温度下使用超声辐射在适当的时间进行吲哚与各种醛的反应，可提供良好至优异收率的所需产物。从经济和环境的角度来看，利用水性介质，简单的反应条件，分离和纯化使这种操作非常有趣。
• Facile Synthesis of Bis(indolyl)methanes Using LaCl₃· 7H₂O as a Mild and Efficient Catalyst in Molten Salt Media
  作者：Neda Seyedi、Kazem Saidi、Hojatollah Khabazzadeh

  DOI：10.1080/00397910802604224

  日期：2009.4.22

  Abstract Efficient electrophilic substitution reaction of indole with various carbonyl compounds were carried out using a catalytic amount of LaCl3 · 7H2O in molten tetraethylammonium chloride as an ionic liquid to afford the corresponding bis(indolyl)methanes in excellent yields.

  摘要 使用催化量的 LaCl3·7H2O 在熔融四乙基氯化铵作为离子液体中进行吲哚与各种羰基化合物的高效亲电取代反应，以优异的产率得到相应的双（吲哚基）甲烷。
• Zirconium(IV)-modified silica@magnetic nanocomposites: Fabrication, characterization and application as efficient, selective and reusable nanocatalysts for Friedel–Crafts, Knoevenagel and Pechmann condensation reactions
  作者：R.K. Sharma、Yukti Monga、Aditi Puri

  DOI：10.1016/j.catcom.2013.02.016

  日期：2013.5

  A highly efficient and magnetically retrievable zirconium(IV) based nanocatalyst has been synthesized by covalent grafting of 3-hydroxy-2-methyl-1,4-naphthoquinone onto amine functionalized silica coated magnetic nanoparticles followed by complexation with ZrOCl2. The structural and magnetic properties of obtained nanocatalyst are identified by TEM, SEM, XRD, EDS, VSM and FT-IR analyses. The potential of resultant organic-inorganic hybrid nanocatalyst was effectively evaluated for the range of organic transformations such as Friedel-Crafts, Knoevenagel and Pechmann condensation reactions. The magnetically recoverable nano-hybrid catalyst presented high TON and chemoselectivity with the ease of reusability for multiple cycles without any appreciable loss in its catalytic activity. (C) 2013 Elsevier B.V. All rights reserved.
• A New Catalytic Application of a Keggin Acid in the Synthesis of Symmetrical Bis(indolyl)alkanes
  作者：Peter Seeberger、Manas Chakrabarty、Ajanta Mukherji、Sulakshana Karmakar、Shiho Arima、Yoshihiro Harigaya

  DOI：10.3987/com-05-10587

  日期：——