[(5-bromo-1H-indol-3-yl)-(4-chlorophenyl)-methyl]-methyl-phenyl-amine | 1173282-83-1

• 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: [(5-bromo-1H-indol-3-yl)-(4-chlorophenyl)-methyl]-methyl-phenyl-amine
• 英文别名: [(5-bromo-1H-indol-3-yl)(4-chloro-phenyl)methyl]-methyl-phenyl-amine；N-[(5-bromo-1H-indol-3-yl)-(4-chlorophenyl)methyl]-N-methylaniline
• CAS: 1173282-83-1
• 化学式: C₂₂H₁₈BrClN₂
• 分子量: 425.755
• InChiKey: MVRCWULFJDZXDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-氯苯甲醇 在 Iron(III) nitrate nonahydrate 、 2,2,6,6-四甲基哌啶氧化物 、 potassium hydroxide 作用下， 以 甲苯 为溶剂， 生成 [(5-bromo-1H-indol-3-yl)-(4-chlorophenyl)-methyl]-methyl-phenyl-amine
  参考文献：
  名称：

  Iron mediated one pot three component synthesis of 3-substituted indoles via aerobic iminium ion formation

  摘要：

  An efficient and economical method was developed for the synthesis of 3 substituted indoles by a highly efficient one-pot three component coupling reaction of substituted or unsubstituted benzyl alcohol, N-methyl aniline or pyrrolidine, and indoles or substituted indoles. (C) 2015 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2015.12.047

文献信息

• Zwitterionic-Type Molten Salt: A Mild and Efficient Organocatalyst for the Synthesis of 3-Aminoalkylated Indoles via Three-Component Coupling Reaction
  作者：Alakananda Hajra、Dhiman Kundu、Avik Bagdi、Adinath Majee

  DOI：10.1055/s-0030-1259940

  日期：2011.5

  A general and efficient method has been developed for the synthesis of 3-aminoalkylated indoles by a three-component coupling of indoles, aldehydes, and amines in the presence of a catalytic amount of zwitterionic-type molten salt under solvent-free conditions. The non-hazardous experimental procedure, mild reaction conditions, and the reusability of the catalyst are the notable advantages of the present

  在催化量的两性离子型熔盐存在下，在无溶剂条件下，通过吲哚、醛和胺的三组分偶联，开发了一种通用且有效的合成 3-氨基烷基化吲哚的方法。本方法的显着优点是无危险的实验程序、温和的反应条件和催化剂的可重复使用性。
• One-Pot Synthesis of 3-[(<i>N</i>-Alkylanilino)(aryl)methyl]indoles via a Transition Metal Assisted Three-Component Condensation at Room Temperature
  作者：Goutam Brahmachari、Suvankar Das

  DOI：10.1002/jhet.1909

  日期：2014.8

  A simple and highly efficient protocol for the one-pot synthesis of a series of 3-[(N-alkylanilino)(aryl)methyl]indoles has been developed based on low-cost and environmentally benign zirconium oxychloride octahydrate and copper chloride dihydrate catalysts via three-component condensation between indoles, aromatic aldehydes, and N-alkylanilines at room temperature under neat condition. Mild reaction

  基于低成本，环境友好的八水合氯氧化锆和二水合氯化铜催化剂，开发了一种简单高效的协议，可以一锅合成一系列3-[（N-烷基苯胺基）（芳基）甲基]吲哚。室温，纯净条件下，吲哚，芳族醛和N-烷基苯胺之间的三组分缩合反应。温和的反应条件，操作简便，原子经济性高，在相对较短的反应时间内具有良好的收率，使用低成本和环境友好的催化剂是该协议的主要特征。
• PANI-HBF₄: A Reusable Polymer-Based Solid Acid Catalyst for Three-Component, One-Pot Synthesis of 3-Substituted Amino Methyl Indoles Under Solvent-Free Conditions
  作者：Chebrolu Lavanya Devi、Vaidya Jayathirtha Rao、Srinivasan Palaniappan

  DOI：10.1080/00397911.2010.542535

  日期：2012.6

  Abstract A simple, fast, efficient, high-yielding, and green process is developed for one-pot, three-component synthesis of 3-substituted amino methyl indoles under solvent-free conditions using polyaniline salt as polymer-based reusable solid acid catalyst at room temperature. The advantages of polyaniline salt catalyst are ease of synthesis and handling, low cost, versatality, and recyclability.

  摘要 以聚苯胺盐为聚合物基可重复使用的固体酸催化剂，在无溶剂条件下，开发了一种简单、快速、高效、高产、绿色的三组分一锅法合成3-取代氨基甲基吲哚的方法。室内温度。聚苯胺盐催化剂的优点是易于合成和处理、低成本、通用性和可回收性。图形概要
• One-pot three-component coupling reaction: solvent-free synthesis of novel 3-substituted indoles catalyzed by PMA–SiO2
  作者：P. Srihari、Vinay K. Singh、Dinesh C. Bhunia、J.S. Yadav

  DOI：10.1016/j.tetlet.2009.02.176

  日期：2009.7

  Solvent-free PMA–SiO2-catalyzed synthesis of 3-substituted indole derivatives by a one-pot three-component coupling reaction between aldehyde, N-methyl aniline and indole is described.

  描述了无溶剂的PMA-SiO 2催化醛，N-甲基苯胺和吲哚之间的一锅三组分偶联反应，合成了3-取代的吲哚衍生物。
• Iron mediated one pot three component synthesis of 3-substituted indoles via aerobic iminium ion formation
  作者：Vinay K. Singh、Laxmi Kant Sharma、Rana Krishna Pal Singh

  DOI：10.1016/j.tetlet.2015.12.047

  日期：2016.1

  An efficient and economical method was developed for the synthesis of 3 substituted indoles by a highly efficient one-pot three component coupling reaction of substituted or unsubstituted benzyl alcohol, N-methyl aniline or pyrrolidine, and indoles or substituted indoles. (C) 2015 Published by Elsevier Ltd.