3,3'-((furan-2-yl)methylene)bis(5-bromo-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: 3,3'-((furan-2-yl)methylene)bis(5-bromo-1H-indole)
• 英文别名: 3,3'-(furan-2-ylmethylene)bis(5-bromo-1H-indole)；5-bromo-3-[(5-bromo-1H-indol-3-yl)-(furan-2-yl)methyl]-1H-indole
• 化学式: C₂₁H₁₄Br₂N₂O
• 分子量: 470.163
• InChiKey: XVRFTQUHJHRMJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  44.7
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  糠醛 、 5-溴吲哚 在 1,1'-butylenebis(3-sulfo-3H-imidazol-1-ium) hydrogen sulfate 作用下， 反应 0.33h， 以81%的产率得到3,3'-((furan-2-yl)methylene)bis(5-bromo-1H-indole)
  参考文献：
  名称：

  两种新颖的双核磺酸官能化离子液体：阴离子和碳间隔基对一锅合成双（吲哚基）甲烷的催化效率的影响

  摘要：

  合成了两种新的具有四碳间隔基的双核磺酸官能化离子液体，并通过FTIR，MS，1 H和13对其结构进行了表征1 H NMR; 然后确定特定任务的新型离子液体水溶液的一些物理性质和pH值。研究了它们在温和条件下的双溶剂催化活性，以合成双（吲哚基）甲烷。在优化的条件下，将这些离子液体的催化活性与衍生自吡嗪鎓，哌嗪鎓，苯并咪唑鎓，咪唑鎓单或二阳离子的氯化物和硫酸氢盐作为抗衡阴离子的某些离子液体进行了比较。事实证明，含有两个带有四个碳间隔基的磺酸咪唑部分以及硫酸氢盐作为酸性抗衡阴离子的新型离子液体优于以前报道的离子液体。

  DOI：

  10.1016/j.molliq.2018.03.044

文献信息

• Two novel binuclear sulfonic-functionalized ionic liquids: Influence of anion and carbon-spacer on catalytic efficiency for one-pot synthesis of bis(indolyl)methanes
  作者：Nader Ghaffari Khaligh、Taraneh Mihankhah、Mohd Rafie Johan、Juan Joon Ching

  DOI：10.1016/j.molliq.2018.03.044

  日期：2018.6

  from pyrazinium, piperazinium, benzimidazolium, imidazolium mono- or di-cation containing chloride and hydrogen sulfate as counter anion under optimized conditions. It was proved that the new ionic liquids containing two sulfonic imidazole moieties with four-carbon spacer as well as hydrogen sulfate as acidic counter anion were superior to the previously reported ionic liquids.

  合成了两种新的具有四碳间隔基的双核磺酸官能化离子液体，并通过FTIR，MS，1 H和13对其结构进行了表征1 H NMR; 然后确定特定任务的新型离子液体水溶液的一些物理性质和pH值。研究了它们在温和条件下的双溶剂催化活性，以合成双（吲哚基）甲烷。在优化的条件下，将这些离子液体的催化活性与衍生自吡嗪鎓，哌嗪鎓，苯并咪唑鎓，咪唑鎓单或二阳离子的氯化物和硫酸氢盐作为抗衡阴离子的某些离子液体进行了比较。事实证明，含有两个带有四个碳间隔基的磺酸咪唑部分以及硫酸氢盐作为酸性抗衡阴离子的新型离子液体优于以前报道的离子液体。
• Graphene oxide decorated with Cu(<scp>i</scp>)Br nanoparticles: a reusable catalyst for the synthesis of potent bis(indolyl)methane based anti HIV drugs
  作者：Ananya Srivastava、Aakanksha Agarwal、Satish K. Gupta、Nidhi Jain

  DOI：10.1039/c6ra02458k

  日期：——

  A reusable nanocatalytic system comprising Cu(i)Br decorated on graphene oxide has been prepared, and successfully applied for an efficient synthesis of bis(indolyl)methanes. The synthesized compound 3d shows significant anti-HIV-1 activity.

  一个包含在氧化石墨烯上装饰的Cu(I)Br的可重复使用的纳米催化系统已经制备，并成功应用于高效合成双(吲哚基)甲烷。合成的化合物3d显示出显著的抗HIV-1活性。
• Amberlyst‐Catalyzed Reaction of Indole: Synthesis of Bisindolylalkane
  作者：Bowen Ke、Yong Qin、Yin Wang、Fengpeng Wang

  DOI：10.1081/scc-200054794

  日期：2005.5

  Amberlyst was found to be an effective catalyst for the condensation reactions of indoles 2 with aldehydes 3 to afford bisindolylalkanes 1 in good to excellent yields.
• Natural Products for Biocides Discovery: Discovery of Arundine and It’s Derivatives as Novel Antiviral and Anti-Phytopathogenic-Fungus Agents
  作者：Ziwen Wang、Qingmin Wang、Ancai Liao、Shengli Jin

  DOI：10.3987/com-19-14192

  日期：——

  Plant diseases are one of the natural disasters that seriously harm agricultural production, and it is very difficult to control. The discovery of new antiviral and antifungal lead compounds becomes more and more important. Natural product arundine was found to have anti-tobacco mosaic virus (TMV) activity and anti-phytopathogenic-fungus activity for the first time. A series of arundine analogues were designed, synthesized and evaluated for their antiviral and fungicidal activities. Compound 6 with excellent antiviral activity emerged as novel antiviral lead compound. Compound 7 with 12.6-38.3 mu g/mL EC50 values against 14 plant pathogens emerged as novel antifungal lead compound. This work laid a foundation for promoting the application of arundine analogues in plant protection.