tert-butyl (E)-3-(2,3,5,6-tetrafluoro-4'-methoxy-[1,1'-biphenyl]-4-yl)acrylate | 1361405-11-9

• 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: tert-butyl (E)-3-(2,3,5,6-tetrafluoro-4'-methoxy-[1,1'-biphenyl]-4-yl)acrylate
• 英文别名: tert-butyl (E)-3-{2,3,5,6-tetrafluoro-4'-methoxy-[1,1'-biphenyl]-4-yl}acrylate；tert-butyl (E)-3-[2,3,5,6-tetrafluoro-4-(4-methoxyphenyl)phenyl]prop-2-enoate
• CAS: 1361405-11-9
• 化学式: C₂₀H₁₈F₄O₃
• 分子量: 382.355
• InChiKey: ABOBDSPBNLQMTN-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,2,4,5-四氟苯 在 palladium diacetate 、 三苯基膦 、 silver carbonate 、 三甲基乙酸 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 tert-butyl (Z)-3-{2,3,5,6-tetrafluoro-4'-methoxy-[1,1'-biphenyl]-4-yl}acrylate 、 tert-butyl (E)-3-(2,3,5,6-tetrafluoro-4'-methoxy-[1,1'-biphenyl]-4-yl)acrylate
  参考文献：
  名称：

  Pd-Catalyzed Direct Arylation of Polyfluoroarenes on Water under Mild Conditions Using PPh₃ Ligand

  摘要：

  We report a Pd-catalyzed direct arylation of polyfluoroarenes with aryl iodides. The advantages of this reaction are its high reaction efficiency, excellent functional group compatibility, mild reaction conditions (70 degrees C), inexpensive PPh3 ligand, and use of pure water as reaction medium. The usefulness of this reaction has also been demonstrated by rapid preparation of highly functionalized polyfluoroarenes via iterative Pd-catalyzed C-H bond functionalization.

  DOI：

  10.1021/jo300036d

文献信息

• Thioether-Promoted Direct Olefination of Polyfluoroarenes Catalyzed by Palladium
  作者：Cai-Zhi Wu、Chun-Yang He、Yangen Huang、Xingang Zhang

  DOI：10.1021/ol402492s

  日期：2013.10.18

  A methyl(phenyl)sulfane-promoted direct olefination of polyfluoroarenes catalyzed by palladium has been reported. With use of this new thioether ligand, a high reaction efficiency and excellent E/Z ratio of desired olefinated polyfluoroarenes were obtained. This represents a first example of thioether promoted oxidative Heck reaction.
• Pd-Catalyzed Direct Arylation of Polyfluoroarenes on Water under Mild Conditions Using PPh₃ Ligand
  作者：Fei Chen、Qiao-Qiao Min、Xingang Zhang

  DOI：10.1021/jo300036d

  日期：2012.3.16

  We report a Pd-catalyzed direct arylation of polyfluoroarenes with aryl iodides. The advantages of this reaction are its high reaction efficiency, excellent functional group compatibility, mild reaction conditions (70 degrees C), inexpensive PPh3 ligand, and use of pure water as reaction medium. The usefulness of this reaction has also been demonstrated by rapid preparation of highly functionalized polyfluoroarenes via iterative Pd-catalyzed C-H bond functionalization.