1,1,3-tris(3-N-methylindolyl)butane

• 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: 1,1,3-tris(3-N-methylindolyl)butane
• 英文别名: 3-[4,4-Bis(1-methylindol-3-yl)butan-2-yl]-1-methylindole；3-[4,4-bis(1-methylindol-3-yl)butan-2-yl]-1-methylindole
• 化学式: C₃₁H₃₁N₃
• 分子量: 445.607
• InChiKey: LSUAELIAQFCVGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  14.8
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 、 巴豆醛 在 zirconium triflate 作用下， 以 乙醇 、 水 为溶剂， 反应 72.0h， 以63%的产率得到1,1,3-tris(3-N-methylindolyl)butane
  参考文献：
  名称：

  三氟甲磺酸锆催化的吲哚，1-甲基吲哚和吡咯与α，β-不饱和酮的反应

  摘要：

  Zr（OTf）4催化吲哚，1-甲基吲哚或吡咯与α，β-不饱和酮的反应，在混合溶剂EtOH中以中等至高收率生成了相应的三吲哚基-，三（1-甲基吲哚基-）和三吡咯烷基烷烃/ H 2 O.

  DOI：

  10.1016/j.tet.2004.05.087

文献信息

• Synthesis and application of modified silica sulfuric acid as a solid acid heterogeneous catalyst in Michael addition reactions
  作者：Mohammad Ali Zolfigol、Hojat Veisi、Farajollah Mohanazadeh、Alireza Sedrpoushan

  DOI：10.1002/jhet.659

  日期：2011.7

  Modified silica sulfuric acid (MSSA) as a new type of silica sulfuric acid was prepared and effectively used in the conjugate addition of indole, pyrrole, and thiols with Michael acceptors under mild conditions at room temperature. Also, MSSA was used as a catalyst for the synthesis of 1,1,3‐tri‐indolyl compounds in good to excellent yield at room temperature. J. Heterocyclic Chem., (2011).

  制备了新型的二氧化硅硫酸改性的二氧化硅硫酸（MSSA），并在室温下于温和条件下有效地用于吲哚，吡咯和硫醇与迈克尔受体的共轭加成中。此外，MSSA还用作催化剂，可在室温下以良好至极好的收率合成1,1,3-三-吲哚基化合物。J.杂环化​​学。（2011）。
• CAN and iodine-catalyzed reaction of indole or 1-methylindole with α,β-unsaturated ketone or aldehyde
  作者：Shengkai Ko、Chunchi Lin、Zhijay Tu、Yi-Fu Wang、Chieh-Chieh Wang、Ching-Fa Yao

  DOI：10.1016/j.tetlet.2005.11.058

  日期：2006.1

  CAN (cerium ammonium nitrate) and iodine can catalyze the reactions of indole or 1-methylindole with α,β-unsaturated ketone or aldehyde in DMSO/H2O (5:1) or ether solution at room temperature to obtain moderate to high yields of different products.

  CAN（硝酸铈铵）和碘在室温下可催化吲哚或1-甲基吲哚与α，β-不饱和酮或醛在DMSO / H 2 O（5：1）或乙醚溶液中的反应，以获得中等至高收率不同的产品。
• Catalyzed Reaction for Forming Indole-Based Compounds and Their Application in Anticancer Agents
  申请人：Yao Ching-Fa

  公开号：US20080139637A1

  公开（公告）日：2008-06-12

  The present invention discloses a method for forming indole-based compounds, wherein the method comprises a reaction of α,β-unsaturated ketone or aldehyde with indole or its derivative in the presence of at least one kind of Lewis acid. The Lewis acid comprises one of the following groups: metal halides, halogens, inorganic ammonia salts, organic sulfonate and sulfonic acid. Furthermore, this invention discloses 3-indole based compounds applied as anticancer agents.

  本发明公开了一种形成基于吲哚的化合物的方法，其中该方法包括在至少一种Lewis酸的存在下，将α，β-不饱和酮或醛与吲哚或其衍生物反应。Lewis酸包括以下一种或多种组：金属卤化物、卤素、无机铵盐、有机磺酸盐和磺酸。此外，本发明还公开了作为抗癌剂应用的基于3-吲哚的化合物。
• Synthesis of the first magnetic nanoparticles with a thiourea dioxide-based sulfonic acid tag: application in the one-pot synthesis of 1,1,3-tri(1H-indol-3-yl) alkanes under mild and green conditions
  作者：Mohammad Ali Zolfigol、Roya Ayazi-Nasrabadi

  DOI：10.1039/c6ra11620e

  日期：——

  A novel and recyclable thiourea dioxide-based magnetic nano particles with sulfonic acid tag Fe3O4@SiO2@(CH2)3-thiourea dioxide-SO3H/HCl} was described. The described catalyst was fully characterized by Fourier transform infrared spectroscopy (FTIR), X-ray...

  描述了一种新型且可回收的具有磺酸标签Fe3O4 @ SiO2 @（CH2）3-硫脲基二氧化硫-SO3H / HCl}的基于硫脲基二氧化钛的磁性纳米粒子。所描述的催化剂通过傅里叶变换红外光谱（FTIR），X射线...
• AlCl3 as a powerful catalyst for the one-pot preparation of 1,1,3-triheteroaryl compounds
  作者：Morteza Shiri、Mohammad Ali Zolfigol、Roya Ayazi-Nasrabadi

  DOI：10.1016/j.tetlet.2009.10.127

  日期：2010.1

  A general and efficient procedure for the synthesis of 1,1,3-triheteroaryl compounds in good to excellent yield at room temperature is developed. The reaction proceeds via mixed Michael and Friedel-Crafts reactions of alpha,beta-enals or alpha,beta-enones and indoles, 2-methylfuran or 2-methylthiophene in the presence of a catalytic amount of AlCl3. (C) 2009 Elsevier Ltd. All rights reserved.