diethyl (E)-3,3,3-trifluoro-1,2-diphenylprop-1-enylphosphonate | 1192881-38-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: diethyl (E)-3,3,3-trifluoro-1,2-diphenylprop-1-enylphosphonate
• 英文别名: [(E)-1-diethoxyphosphoryl-3,3,3-trifluoro-1-phenylprop-1-en-2-yl]benzene
• CAS: 1192881-38-1
• 化学式: C₁₉H₂₀F₃O₃P
• 分子量: 384.335
• InChiKey: CQCGBWIFUXLGSS-ISLYRVAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  碘苯 、 膦酸,(3,3,3-三氟-1-炔丙基)-,二乙基酯 在 cis-[PdCl₂(CN(t-Bu))₂] 、 六正丁基二锡 、 copper(l) iodide 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以0.043 g的产率得到diethyl (E)-3,3,3-trifluoro-1,2-diphenylprop-1-enylphosphonate
  参考文献：
  名称：

  An Efficient Protocol for the Stereoselective Construction of Multisubstituted Fluorine-Containing Alkenes. A Palladium-Catalyzed Bisstannylation of Fluorinated Internal Alkynes

  摘要：

  On treatment of various fluorinated internal alkynes with 1.2 equiv of hexabutylditin under the influence of 2.5 mol % of Pd(t-BuNC)(2)Cl(2) in THF at room temperature for 4 h, the bisstannylation proceeded smoothly to afford the corresponding bisstannylaled cis-adducts in high yields. Thus obtained adducts were subjected to the Stille cross-coupling reaction to give the corresponding tetrasubstituted fluorine-containing alkenes with defined stereochemistry in good yields.

  DOI：

  10.1021/jo9017028

文献信息

• An Efficient Protocol for the Stereoselective Construction of Multisubstituted Fluorine-Containing Alkenes. A Palladium-Catalyzed Bisstannylation of Fluorinated Internal Alkynes
  作者：Tsutomu Konno、Ryoko Kinugawa、Atsunori Morigaki、Takashi Ishihara

  DOI：10.1021/jo9017028

  日期：2009.11.6

  On treatment of various fluorinated internal alkynes with 1.2 equiv of hexabutylditin under the influence of 2.5 mol % of Pd(t-BuNC)(2)Cl(2) in THF at room temperature for 4 h, the bisstannylation proceeded smoothly to afford the corresponding bisstannylaled cis-adducts in high yields. Thus obtained adducts were subjected to the Stille cross-coupling reaction to give the corresponding tetrasubstituted fluorine-containing alkenes with defined stereochemistry in good yields.