2-[2,2-Bis[4-(trifluoromethyl)phenyl]ethenyl]thiophene | 1008756-39-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-[2,2-Bis[4-(trifluoromethyl)phenyl]ethenyl]thiophene
• 英文别名: 2-[2,2-bis[4-(trifluoromethyl)phenyl]ethenyl]thiophene
• CAS: 1008756-39-5
• 化学式: C₂₀H₁₂F₆S
• 分子量: 398.372
• InChiKey: YUINLPRWGOETTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[2,2-Bis[4-(trifluoromethyl)phenyl]ethenyl]thiophene 、 对碘苯甲酸乙酯 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 silver nitrate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以78%的产率得到Ethyl 4-[5-[2,2-bis[4-(trifluoromethyl)phenyl]ethenyl]thiophen-2-yl]benzoate
  参考文献：
  名称：

  Synthesis of thiophene derivatives via palladium-catalyzed coupling reactions

  摘要：

  Thiophene derivatives with multiple substitutions are prepared from vinylidene bromide, which is synthesized by the reaction of thiophene-2-carboxaldehyde with carbon tetrabromide in the presence of PPh(3), as a core molecule through several coupling reactions such as Suzuki-Miyaura coupling and palladium-catalyzed CH arylation. The reactions with a wide variety of organic halides lead to a series of substituted thiophene derivatives in moderate to good yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.010
• 作为产物：
  描述：

  1-(噻吩-2-基)-2,2-二溴乙烯 、 4-(三氟甲基)苯硼酸频哪醇酯 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 45.0h， 以83%的产率得到2-[2,2-Bis[4-(trifluoromethyl)phenyl]ethenyl]thiophene
  参考文献：
  名称：

  Synthesis of thiophene derivatives via palladium-catalyzed coupling reactions

  摘要：

  Thiophene derivatives with multiple substitutions are prepared from vinylidene bromide, which is synthesized by the reaction of thiophene-2-carboxaldehyde with carbon tetrabromide in the presence of PPh(3), as a core molecule through several coupling reactions such as Suzuki-Miyaura coupling and palladium-catalyzed CH arylation. The reactions with a wide variety of organic halides lead to a series of substituted thiophene derivatives in moderate to good yields. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.010

文献信息

• Synthesis of thiophene derivatives via palladium-catalyzed coupling reactions
  作者：Nobumichi Arai、Takayuki Miyaoku、Shota Teruya、Atsunori Mori

  DOI：10.1016/j.tetlet.2007.12.010

  日期：2008.2

  Thiophene derivatives with multiple substitutions are prepared from vinylidene bromide, which is synthesized by the reaction of thiophene-2-carboxaldehyde with carbon tetrabromide in the presence of PPh(3), as a core molecule through several coupling reactions such as Suzuki-Miyaura coupling and palladium-catalyzed CH arylation. The reactions with a wide variety of organic halides lead to a series of substituted thiophene derivatives in moderate to good yields. (c) 2007 Elsevier Ltd. All rights reserved.