4-fluoro-N-(4-(methylthio)phenyl)aniline | 1037240-84-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-fluoro-N-(4-(methylthio)phenyl)aniline
• 英文别名: 4-fluoro-N-[4-(methylthio)phenyl]aniline；4-fluoro-N-(4-methylsulfanylphenyl)aniline
• CAS: 1037240-84-8
• 化学式: C₁₃H₁₂FNS
• 分子量: 233.309
• InChiKey: IHZJSXMMKKURCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴茴香硫醚 、 4-氟苯胺 在 potassium phosphate 、 copper(l) iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以73%的产率得到4-fluoro-N-(4-(methylthio)phenyl)aniline
  参考文献：
  名称：

  Pyrrole-2-carboxylic Acid as a Ligand for the Cu-Catalyzed Reactions of Primary Anilines with Aryl Halides

  摘要：

  Pyrrole 2-carboxylic acid (L5) was found to be an effective ligand for the Cu-catalyzed monoarylation of anilines with aryl iodides and bromides. Under the reported conditions (10% CuI/20% L5/DMSO/K(3)PO(4)/80-100 degrees C/20-24 h), a variety of useful functional groups were tolerated, and moderate to good yields of the diaryl amine products were obtained.

  DOI：

  10.1021/jo8008676

文献信息

• Iron‐Mediated Electrophilic Amination of Organozinc Halides using Organic Azides
  作者：Simon Graßl、Johannes Singer、Paul Knochel

  DOI：10.1002/anie.201911704

  日期：2020.1.2

  arylated substrates with full retention of configuration. To demonstrate the utility of this reaction, we prepared two amine derivatives of pharmaceutical relevance using this iron-mediated electrophilic amination as the key step.

  各种烷基，芳基和杂芳基锌卤化物都被高度官能化的烷基，芳基和杂环叠氮化物胺化。反应在FeCl3（0.5当量）存在下于50°C的条件下在1小时内平稳进行，从而以高收率提供了相应的仲胺。该方法扩展到了肽叠氮化物，并为芳构化底物提供了完全保留的构型。为了证明该反应的实用性，我们使用该铁介导的亲电子胺化反应为关键步骤，制备了两种具有药物相关性的胺衍生物。
• Pyrrole-2-carboxylic Acid as a Ligand for the Cu-Catalyzed Reactions of Primary Anilines with Aryl Halides
  作者：Ryan A. Altman、Kevin W. Anderson、Stephen L. Buchwald

  DOI：10.1021/jo8008676

  日期：2008.7.1

  Pyrrole 2-carboxylic acid (L5) was found to be an effective ligand for the Cu-catalyzed monoarylation of anilines with aryl iodides and bromides. Under the reported conditions (10% CuI/20% L5/DMSO/K(3)PO(4)/80-100 degrees C/20-24 h), a variety of useful functional groups were tolerated, and moderate to good yields of the diaryl amine products were obtained.