N,N-dimethyl-4-((1-methyl-1H-indol-3-yl)(phenyl)methyl)aniline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-dimethyl-4-((1-methyl-1H-indol-3-yl)(phenyl)methyl)aniline
• 英文别名: N,N-dimethyl-4-[(1-methylindol-3-yl)-phenylmethyl]aniline
• 化学式: C₂₄H₂₄N₂
• 分子量: 340.468
• InChiKey: JMJVVYCTVCHGEW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  8.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-甲基吲哚 在 吲哚 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 N,N-dimethyl-4-((1-methyl-1H-indol-3-yl)(phenyl)methyl)aniline
  参考文献：
  名称：

  金（i）催化的烯丙基醚的氢化吲哚基化†

  摘要：

  已经在吲哚存在下研究了金（I）催化的烯丙基醚的反应/重排。已经观察到带有烯丙基醚侧基的吲哚的氢化吲哚基化或烷​​基化。反应结果似乎主要取决于烯丙基醚侧基的性质。对照实验表明加氢吲哚化反应的内球机理。

  DOI：

  10.1039/c5ob00635j

文献信息

• Solvent-free Brønsted acid catalysed alkylation of arenes and heteroarenes with benzylic alcohols
  作者：Margherita Barbero、Silvano Cadamuro、Stefano Dughera、Marta Rucci、Giulia Spano、Paolo Venturello

  DOI：10.1016/j.tet.2014.01.011

  日期：2014.3

  A simple and efficient alkylation of aromatic and heteroaromatic compounds via the direct SN1-type nucleophilic substitution of benzylic alcohols in the presence of catalytic amounts of the strong Brønsted acid o-benzenedisulfonimide under neat conditions is herein reported. A library of di- and triaryl (and heteroaryl) methanes was prepared in good yields and high regioselectivity. The observed reactivity

  本文报道了在纯净条件下，在催化量的强布朗斯台德酸邻苯二磺酰亚胺存在下，通过苄基醇的直接S N 1型亲核取代，对芳香族和杂芳香族化合物进行的简单有效烷基化。以高收率和高区域选择性制备了二芳基和三芳基（和杂芳基）甲烷的库。已证明观察到的反应性与Mayr的亲核性和亲电子性等级相符。
• FeCl3 as Lewis acid catalyzed one-pot three-component aza-Friedel–Crafts reactions of indoles, aldehydes, and tertiary aromatic amines
  作者：Jie Liu、Tao He、Lei Wang

  DOI：10.1016/j.tet.2011.03.050

  日期：2011.5

  A new strategy for the synthesis of 3-diarylmethyl indoles was developed through FeCl3 as Lewis acid catalyzed three-component aza-Friedel–Crafts reactions of indoles, aldehydes, and tertiary aromatic amines in one-pot. The reactions generated the corresponding 3-diarylmethyl indoles in good yields under mild reaction conditions by using less expensive, readily available, and environmentally benign

  通过路易斯酸催化一锅合成吲哚，醛和叔芳族胺的三组分氮杂-弗里德尔-克来夫特反应，通过FeCl 3提出了一种新的3-二芳基甲基吲哚合成策略。通过使用较便宜，易于获得且对环境无害的铁催化剂，该反应在温和的反应条件下以高收率产生了相应的3-二芳基甲基吲哚。重要的是要注意，此反应的关键特征是操作简便。
• A Copper(II)-Catalyzed Aza-Friedel-Crafts Reaction ofN-(2-Pyridyl)sulfonyl Aldimines: Synthesis of Unsymmetrical Diaryl Amines and Triaryl Methanes
  作者：Jorge Esquivias、Ramón Gómez Arrayás、Juan C. Carretero

  DOI：10.1002/anie.200503305

  日期：2006.1.16
• Catalyst free, three-component approach for unsymmetrical triarylmethanes (TRAMs)
  作者：Bhavani Shankar Chinta、Beeraiah Baire

  DOI：10.1016/j.tetlet.2016.10.087

  日期：2016.11

  An efficient catalyst free, three-component, cascade approach has been designed and developed for the rapid assembly of unsymmetrical triarylmethane framework. The strategy employed aromatic aldehydes, Grignard reagents, and neutral aromatics as reaction partners, under simple thermal conditions. This process affords very broad scope for all three partners as it is performed in the absence of any external additives. (C) 2016 Elsevier Ltd. All rights reserved.
• PMA-SiO₂–Mediated MCR in PEG-400: A Greener aza-Friedel–Crafts Reaction Leading to 3-Arylmethyl/Diarylmethyl Indoles
  作者：Dinne Naresh Kumar Reddy、Kothapalli Bannoth Chandrasekhar、Yaddanapudi Sesha Siva Ganesh、Srikanth Sharathchandra Gorantla、Siddabathuni Ramanjaneyulu、K. Shiva Kumar、Manojit Pal

  DOI：10.1080/00397911.2014.966392

  日期：2015.2.16

  A greener approach for the synthesis of 3-arylmethyl/diarylmethyl indoles has been achieved via a PMA-SiO2-mediated three-component reaction (the aza-Friedel-Crafts reaction) involving indoles, aldehydes, and N,N-disubstituted anilines in PEG-400. A variety of indole derivatives were prepared by using this operationally simple and straightforward methodology in acceptable yields.