N-(4-methoxyphenyl)-2-ethylaniline | 1412903-20-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-(4-methoxyphenyl)-2-ethylaniline
• 英文别名: 2-ethyl-N-(4-methoxyphenyl)aniline
• CAS: 1412903-20-8
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: DKJMLHGSKMSFER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴苯甲醚 、 2-乙基苯胺 在 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 22.0h， 生成 N-(4-methoxyphenyl)-2-ethylaniline
  参考文献：
  名称：

  Efficient catalytic aryl amination of bromoarenes using 3-iminophosphine palladium(II) chloride

  摘要：

  While pursuing the development of new hydroamination catalysts, a 3-iminophosphine palladium(II) chloride complex [(3IP)PdCl2] was synthesized that has subsequently proven to be an effective precatalyst for the aryl amination of bromoarenes. This (3IP)PdCl2 complex has been utilized in the catalytic aryl amination of both bromobenzene and bromopyridine derivatives, specifically yielding excellent activity in coupling reactions involving bromobenzene, 4-bromotoluene, and 2-bromopyridine. Using a standard set of catalytic conditions, many alkyl and aryl amines have been investigated as coupling partners in the aryl amination of bromoarenes. In general, secondary alkyl amines and ortho-substituted anilines proved to be the best substrates for this reaction, commonly giving quantitative conversion to products, while primary amines and other anilines gave only poor to moderate results. Catalytic screening data, product yields, and full characterization of isolated products are included. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.08.027

文献信息

• Cu-Catalyzed Cross-Coupling of Nitroarenes with Aryl Boronic Acids to Construct Diarylamines
  作者：Xinyu Guan、Haoran Zhu、Tom G. Driver

  DOI：10.1021/acscatal.1c03113

  日期：2021.10.15

  copper-catalyzed reaction of nitroarenes with aryl boronic acids to form diarylamines that uses phenyl silane as the stoichiometric terminal reductant is described. This cross-coupling reaction requires as little as 2 mol % of CuX and 4 mol % of diphosphine for success and tolerates a broad range of functional groups on either the nitroarene or the aryl boronic acid to afford the amine in good yield. Mechanistic

  描述了使用苯基硅烷作为化学计量末端还原剂的硝基芳烃与芳基硼酸形成二芳基胺的简单铜催化反应的开发和研究。这种交叉偶联反应只需要 2 mol% 的 CuX 和 4 mol% 的二膦即可成功，并且可以容忍硝基芳烃或芳基硼酸上的多种官能团，从而以良好的收率提供胺。机理研究表明，交叉偶联反应通过亚硝基芳烃中间体进行，并且铜需要催化硝基芳烃的脱氧以提供亚硝基芳烃和亚硝基芳烃与芳基硼酸的 C-NAr 键形成。
• <i>o</i>-Iodoxybenzoic Acid Mediated<i>N</i>-Arylation of Aromatic Amines by Using Arylhydrazines as the Arylating Counterpart
  作者：Ravindra R. Jadhav、Sameerana N. Huddar、Krishnacharya G. Akamanchi

  DOI：10.1002/ejoc.201300917

  日期：2013.10

  the combination of arylhydrazines with o-iodoxybenzoic acid (IBX) for the generation of aryl free radicals. On the basis of this finding, a method was developed for the N-arylation of aromatic amines under mild conditions (base-free, –5 °C) by using arylhydrazines as the arylating counterpart and arylamines. The scope of this method was demonstrated by using a number of arylhydrazines and arylamines,

  通过自由基捕获实验，我们首次建立了芳基肼与邻碘苯甲酸 (IBX) 的组合以产生芳基自由基。在此发现的基础上，通过使用芳基肼作为芳基化对应物和芳基胺，开发了一种在温和条件（无碱，–5°C）下芳胺 N-芳基化的方法。通过使用多种芳基肼和芳基胺证明了该方法的适用范围，它们以良好的产率得到了 N-芳基化胺。
• Fluoran compounds and recording sheets containing them
  申请人：KANZAKI PAPER MANUFACTURING CO., LTD

  公开号：EP0155593B1

  公开（公告）日：1988-09-07