2-(di(1H-indol-3-yl)methyl)-6-methoxyphenol | 1295646-18-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(di(1H-indol-3-yl)methyl)-6-methoxyphenol
• 英文别名: 2-[bis(1H-indol-3-yl)methyl]-6-methoxyphenol
• CAS: 1295646-18-2
• 化学式: C₂₄H₂₀N₂O₂
• 分子量: 368.435
• InChiKey: ZKUVOBCWXFOBPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 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：
  61
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲哚 、 2-hydroxy-3-(hydroxymethyl)benzaldehyde 在 五氯化铌 作用下， 以 甲醇 为溶剂， 反应 0.28h， 以96%的产率得到2-(di(1H-indol-3-yl)methyl)-6-methoxyphenol
  参考文献：
  名称：

  Kidwai, Mazaahir; Bura, Nisha; Mishra, Neeraj Kumar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2011, vol. 50, # 2, p. 229 - 232

  摘要：

  DOI：

文献信息

• Ionic Liquid Tributyl (Carboxymethyl) Phosphonium Bromide as an efficient Catalyst for the Synthesis of bis(indolyl)Methanes under Solvent-Free Conditions
  作者：Ardeshir Khazaei、Mohammad Ali Zolfigol、Toktam Faal-Rastegar

  DOI：10.3184/174751913x13787959859380

  日期：2013.10

  A simple green synthesis of bis (indolyl)methanes involved the reaction of indole with aldehydes in the presence of a phosphonium salt ionic liquid as the catalyst. The simple experimental procedures, short reaction times, high yields of product, non-toxic catalyst and the absence of solvent are the advantages of this method.

  双（吲哚基）甲烷的简单绿色合成涉及在作为催化剂的鏻盐离子液体存在下吲哚与醛的反应。该方法具有实验步骤简单、反应时间短、产物收率高、催化剂无毒、无溶剂等优点。
• Enzymatic approach to cascade synthesis of bis(indolyl)methanes in pure water
  作者：Yajie Fu、Zeping Lu、Ke Fang、Xinyi He、Huajin Xu、Yi Hu

  DOI：10.1039/c9ra10014h

  日期：——

  A mild, efficient, and green protocol was developed for the synthesis of bis(indolyl)methanes catalyzed by lipase TLIM through the cascade reactions of indole with aldehydes in pure water. This methodology offers many superiorities such as excellent yields, wide substrate range, simple procedure, reusable and minimal amount of catalyst, and the ability to be scaled up.

  开发了一种温和、高效、绿色的方案，用于通过吲哚与醛在纯水中的级联反应，在脂肪酶 TLIM 催化下合成双（吲哚基）甲烷。该方法具有许多优势，例如产率高、底物范围广、程序简单、可重复使用且催化剂用量最少，以及放大的能力。
• Room-Temperature Synthesis of Diindolylmethanes Using Silica-Supported Sulfuric Acid as a Reusable Catalyst Under Solvent-Free Conditions
  作者：Yan Zhang、Xiang Chen、Jun Liang、Zhi-cai Shang

  DOI：10.1080/00397911.2010.505696

  日期：2011.8.15

  [image omitted] Efficient electrophilic substitution reactions of indoles with various aromatic and aliphatic aldehydes were carried out using a catalytic amount of H2SO4 center dot SiO2 under solvent-free conditions to afford the corresponding bis(indolyl)methanes in excellent yields.