3-[1-(1H-indol-3-yl)-2-phenylpropyl]-1H-indole | 886620-71-9

• 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-[1-(1H-indol-3-yl)-2-phenylpropyl]-1H-indole
• CAS: 886620-71-9
• 化学式: C₂₅H₂₂N₂
• 分子量: 350.463
• InChiKey: AAEPNVZOPMDSGL-UHFFFAOYSA-N

物化性质

• 熔点：
  72-73 °C
• 沸点：
  539.4±40.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  吲哚 、 2-苯基丙醛 在 nano n-propylsulfonated γ-Fe2O3 作用下， 以 neat (no solvent) 为溶剂， 反应 2.0h， 以80%的产率得到3-[1-(1H-indol-3-yl)-2-phenylpropyl]-1H-indole
  参考文献：
  名称：

  Nano n-propylsulfonated γ-Fe2O3 (NPS-γ-Fe2O3) as a magnetically recyclable heterogeneous catalyst for the efficient synthesis of 2-indolyl-1-nitroalkanes and bis(indolyl)methanes

  摘要：

  纳米n-丙基磺酸化的γ-Fe2O3 (NPS-γ-Fe2O3) 被用作一种新的磁性可回收异相催化剂，用于高效合成吲哚衍生物，如2-吲哚基-1-硝基烷和双(吲哚基)甲烷。

  DOI：

  10.1039/c3nj40899j

文献信息

• In situ generation of Iron(<scp>iii</scp>) dodecyl sulfate as Lewis acid-surfactant catalyst for synthesis of bis-indolyl, tris-indolyl, Di(bis-indolyl), Tri(bis-indolyl), tetra(bis-indolyl)methanes and 3-alkylated indole compounds in water
  作者：Hojat Veisi、Behrooz Maleki、Fereshteh Hosseini Eshbala、Hamed Veisi、Ramin Masti、Samaneh Sedigh Ashrafi、Mehdi Baghayeri

  DOI：10.1039/c4ra03194f

  日期：——

  Iron(III) dodecyl sulfate as Lewis acid-surfactant catalyst was prepared in situ and effectively used in the synthesis of bis(indolyl)methanes and Michael reactions of indoles with α,β-unsaturated carbonyl compounds in water. Also, this method was used for the synthesis of 1,1,3-tri-indolyl compounds, producing good to excellent yield at room temperature.

  采用原位法制备了路易斯酸-表面活性剂催化剂十二烷基硫酸铁(III)，并有效地用于水中双(吲哚基)甲烷的合成以及吲哚与α，β-不饱和羰基化合物的迈克尔加成反应。此外，该方法还可用于合成1,1,3-三吲哚化合物，在室温下获得良好至优异的产率。
• An eco-friendly procedure for the efficient synthesis of bis(indolyl)methanes in aqueous media
  作者：Sara Sobhani、Elham Safaei、Ali-Reza Hasaninejad、Soodabeh Rezazadeh

  DOI：10.1016/j.jorganchem.2009.05.004

  日期：2009.8

  A new, convenient and high yielding procedure for the preparation of bis(indolyl)methanes in water by electrophilic substitution reaction of indoles with different carbonyl compounds in the presence of a catalytic amount of [Cu(3,4-tmtppa)](MeSO4)4 (1 mol%) as a highly stable and reusable catalyst is described. This procedure has also been applied successfully for the preparation of bis(pyrazole-5-ols)

  在催化量[Cu（3,4-tmtppa）]（MeSO 4）存在下，吲哚与不同羰基化合物的亲电取代反应，用于制备水中的双（吲哚基）甲烷的新方法，方便且高收率）描述了4（1 mol％）作为高度稳定和可重复使用的催化剂。该方法也已经成功地用于制备双（吡唑-5-醇）和二吡咯甲烷。
• Efficient Synthesis of<i>bis</i>- and<i>tris</i>-Indolylalkanes Catalyzed by a Brønsted Acid–Surfactant Catalyst in Water
  作者：Parasa Hazarika、Saikat Das Sharma、Dilip Konwar

  DOI：10.1080/00397910801979387

  日期：2008.8.18

  A simple and efficient synthesis of bis- and tris-indolylalkanes from carbonyls (aldehydes/ketones) and indoles with excellent yields in the presence of dodecylsulphonic acid (DSA) in water at room temperature is described. The catalyst is also applicable for the synthesis of 3,3-di(3-indolyl)oxindoles. The dodecylsulphonic acid acts as both Brnsted acid and surface-active agent in the reaction mixture.
• Efficient synthesis of bis (indolyl) methanes catalyzed by (PhCH2PPh3)+Br3− under solvent-free conditions
  作者：Farhad Shirini、Mohaddeseh Safarpoor Langroodi、Masoumeh Abedini

  DOI：10.1016/j.cclet.2010.05.028

  日期：2010.11

  Benzyltriphenylphosphonium tribromide (BTPTB) has been applied as an efficient catalyst for the preparation of bis (indolyl) methanes (BIMs) via electrophilic substitution of indoles with aldehydes in the absence of solvent. (C) 2010 Farhad Shirini. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Nano n-propylsulfonated γ-Fe2O3 (NPS-γ-Fe2O3) as a magnetically recyclable heterogeneous catalyst for the efficient synthesis of 2-indolyl-1-nitroalkanes and bis(indolyl)methanes
  作者：Sara Sobhani、Roya Jahanshahi

  DOI：10.1039/c3nj40899j

  日期：——

  Nano n-propylsulfonated γ-Fe2O3 (NPS-γ-Fe2O3) was used as a new magnetically recyclable heterogeneous catalyst for the efficient synthesis of indole derivatives, such as 2-indolyl-1-nitroalkanes and bis(indolyl)methanes.

  纳米n-丙基磺酸化的γ-Fe2O3 (NPS-γ-Fe2O3) 被用作一种新的磁性可回收异相催化剂，用于高效合成吲哚衍生物，如2-吲哚基-1-硝基烷和双(吲哚基)甲烷。