(E)-3-(4-(2-fluoroethoxy)phenyl)-1-(naphthalen-1-yl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(4-(2-fluoroethoxy)phenyl)-1-(naphthalen-1-yl)prop-2-en-1-one
• 英文别名: (E)-3-[4-(2-fluoroethoxy)phenyl]-1-naphthalen-1-ylprop-2-en-1-one
• 化学式: C₂₁H₁₇FO₂
• 分子量: 320.363
• InChiKey: NEYYVASMRVWXOR-JLHYYAGUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氟乙醇 、 (E)-3-(4-bromophenyl)-1-(naphthalen-1-yl)prop-2-en-1-one 在 bis(η3-allyl-μ-chloropalladium(II)) 、 caesium carbonate 、 2-二-叔丁膦基-2',4',6'-三异丙基联苯 作用下， 以 甲苯 为溶剂， 反应 0.17h， 以95%的产率得到(E)-3-(4-(2-fluoroethoxy)phenyl)-1-(naphthalen-1-yl)prop-2-en-1-one
  参考文献：
  名称：

  A general and efficient Pd-catalyzed rapid 2-fluoroethoxylation of bromo-chalcones

  摘要：

  An efficient unprecedented Pd-catalyzed rapid 2-fluoroethoxylation of bromo-chalcones has been unveiled. The oxygen nucleophiles (fluoroalcohols) experience the rapid C-O bond forming reaction for the first time, albeit the alcohols are known to be a weak nucleophile and have greater competing beta-hydride elimination in the transition-metal-catalyzed (especially Pd and Cu) C-O cross-coupling reaction. The higher fluoroalcohols have also been effectively coupled with bromo-chalcones with relatively lower rate. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2016.04.013

文献信息

• A general and efficient Pd-catalyzed rapid 2-fluoroethoxylation of bromo-chalcones
  作者：T.M. Rangarajan、Kavita Devi、Akhilesh K. Verma、Rishi Pal Singh、Raj Pal Singh

  DOI：10.1016/j.jfluchem.2016.04.013

  日期：2016.6

  An efficient unprecedented Pd-catalyzed rapid 2-fluoroethoxylation of bromo-chalcones has been unveiled. The oxygen nucleophiles (fluoroalcohols) experience the rapid C-O bond forming reaction for the first time, albeit the alcohols are known to be a weak nucleophile and have greater competing beta-hydride elimination in the transition-metal-catalyzed (especially Pd and Cu) C-O cross-coupling reaction. The higher fluoroalcohols have also been effectively coupled with bromo-chalcones with relatively lower rate. (C) 2016 Elsevier B.V. All rights reserved.