2-[2,2-Bis(4-methoxyphenyl)ethenyl]thiophene | 1008756-35-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[2,2-Bis(4-methoxyphenyl)ethenyl]thiophene
• 英文别名: 2-[2,2-bis(4-methoxyphenyl)ethenyl]thiophene
• CAS: 1008756-35-1
• 化学式: C₂₀H₁₈O₂S
• 分子量: 322.428
• InChiKey: DVSAWTIYCCKOTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2,2-Bis(4-methoxyphenyl)ethenyl]thiophene 、 3,5-双(三氟甲基)碘苯 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50%的产率得到2-(2,2-bis(4-methoxyphenyl)vinyl)-5-(3,5-bis(trifluoromethyl)phenyl)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
• 作为产物：
  描述：

  1-(噻吩-2-基)-2,2-二溴乙烯 、 4-甲氧基苯硼酸频那醇酯 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 以100%的产率得到2-[2,2-Bis(4-methoxyphenyl)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.