(E)-4-(4-fluorophenyl)-2-methylbut-3-en-2-ol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-4-(4-fluorophenyl)-2-methylbut-3-en-2-ol
• 英文别名: 4-(4-Fluorophenyl)-2-methylbut-3-en-2-ol
• 化学式: C₁₁H₁₃FO
• 分子量: 180.222
• InChiKey: HIKUQBKAHWTTQW-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-甲基-3-丁烯-2-醇 、 对溴氟苯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 Tedicyp potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以78%的产率得到(E)-4-(4-fluorophenyl)-2-methylbut-3-en-2-ol
  参考文献：
  名称：

  Heck reactions of aryl bromides with alk-1-en-3-ol derivatives catalysed by a tetraphosphine/palladium complex

  摘要：

  cis,cis,cis-1,2,3,4-Tetrikis(diplienylphosphinomethyl)cyclopentane/[PdCl(C3H5)](2) efficiently catalyses the Heck reaction of alk-1-en-3-ol with a variety of aryl bromides. In the presence of hex-1-en-3-ol or oct-1-en-3-ol, the beta-arylated carbonyl compounds were selectively obtained. Linalool and 2-methylbut-3-en-2-ol led to the corresponding 1-arylalk-1-en-3-ol derivatives. Turnover numbers up to 69,000 can be obtained for this reaction. A minor electronic effect of the substituents of the aryl bromide was observed. Similar reaction rates were observed in the presence of activated aryl bromides Such as bromoacetophenone and deactivated aryl bromides such as bromoanisole. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.117

文献信息

• Photoinduced NiH Catalysis with Trialkylamines for the Stereodivergent Transfer Semi‐Hydrogenation of Alkynes
  作者：Tingjun Hu、Mohammad Jaber、Gaël Tran、Didier Bouyssi、Nuno Monteiro、Abderrahmane Amgoune

  DOI：10.1002/chem.202301636

  日期：2023.10.23

  Dual nickel and photoredox catalysis enables the semi-reduction of internal aryl alkynes in the presence of a trialkylamine acting both as a reductive quencher and as a transfer hydrogenation reagent. The E/Z-stereoselectivity can be controlled with the aid of an alcohol additive.

  双镍和光氧化还原催化能够在三烷基胺存在下实现内部芳基炔的半还原，三烷基胺既充当还原猝灭剂又充当转移氢化试剂。E/Z-立体选择性可以借助醇添加剂来控制。
• Copper-Catalyzed Alkenylation of Alcohols with β-Nitrostyrenes via a Radical Addition–Elimination Process
  作者：Yan-qin Yuan、Sheng-rong Guo

  DOI：10.1055/s-0034-1380445

  日期：——

  A new method for the preparation of allylic alcohol derivatives has been developed via a radical mechanism using DTBP as the radical initiator promoted by copper salt. The C(sp(3))-H bond in various alcohols, toluene derivatives, and alkanes were successfully converted into C-C bonds to yield the desired products in moderate to good yields.
• Heck reactions of aryl bromides with alk-1-en-3-ol derivatives catalysed by a tetraphosphine/palladium complex
  作者：Florian Berthiol、Henri Doucet、Maurice Santelli

  DOI：10.1016/j.tetlet.2004.05.117

  日期：2004.7

  cis,cis,cis-1,2,3,4-Tetrikis(diplienylphosphinomethyl)cyclopentane/[PdCl(C3H5)](2) efficiently catalyses the Heck reaction of alk-1-en-3-ol with a variety of aryl bromides. In the presence of hex-1-en-3-ol or oct-1-en-3-ol, the beta-arylated carbonyl compounds were selectively obtained. Linalool and 2-methylbut-3-en-2-ol led to the corresponding 1-arylalk-1-en-3-ol derivatives. Turnover numbers up to 69,000 can be obtained for this reaction. A minor electronic effect of the substituents of the aryl bromide was observed. Similar reaction rates were observed in the presence of activated aryl bromides Such as bromoacetophenone and deactivated aryl bromides such as bromoanisole. (C) 2004 Elsevier Ltd. All rights reserved.