ethyl (Z)-3-phenyl-2-[3-(trifluoromethyl)phenyl]prop-2-enoate | 1020074-00-3

• 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: ethyl (Z)-3-phenyl-2-[3-(trifluoromethyl)phenyl]prop-2-enoate
• CAS: 1020074-00-3
• 化学式: C₁₈H₁₅F₃O₂
• 分子量: 320.311
• InChiKey: QBNXOQCHRFWWMA-WJDWOHSUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(苯乙炔基)苯甲酸乙酯 、 tetrafluoroborate of 3-trifluoromethylbenzenediazonium 在 palladium diacetate 、 三苯基硅烷 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 以55%的产率得到ethyl (Z)-3-phenyl-2-[3-(trifluoromethyl)phenyl]prop-2-enoate
  参考文献：
  名称：

  Palladium-Catalyzed Hydroarylation of Alkynes with Arenediazonium Salts

  摘要：

  The palladium-catalyzed hydroarylation of arenediazonium tetrafluoroborates with alkynes in the presence of triphenylsilane affords stereoselectively hydroarylation products in moderate to high yields. The reaction tolerates a variety of substituents including keto, ester, cyano, and nitro groups and can be performed as a one-pot procedure generating the arenediazonium salt in situ. With ethyl phenylpropynoate as the starting alkyne, the hydroarylation affords ethyl (2)-2-arylcinnamates stereo- and regioselectively.

  DOI：

  10.1021/ol800266e

文献信息

• Palladium-Catalyzed Hydroarylation of Alkynes with Arenediazonium Salts
  作者：Sandro Cacchi、Giancarlo Fabrizi、Antonella Goggiamani、Daniela Persiani

  DOI：10.1021/ol800266e

  日期：2008.4.1

  The palladium-catalyzed hydroarylation of arenediazonium tetrafluoroborates with alkynes in the presence of triphenylsilane affords stereoselectively hydroarylation products in moderate to high yields. The reaction tolerates a variety of substituents including keto, ester, cyano, and nitro groups and can be performed as a one-pot procedure generating the arenediazonium salt in situ. With ethyl phenylpropynoate as the starting alkyne, the hydroarylation affords ethyl (2)-2-arylcinnamates stereo- and regioselectively.