2-[(Z)-2-bromo-2-(4-methoxyphenyl)ethenyl]thiophene | 1008756-52-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[(Z)-2-bromo-2-(4-methoxyphenyl)ethenyl]thiophene
• CAS: 1008756-52-2
• 化学式: C₁₃H₁₁BrOS
• 分子量: 295.2
• InChiKey: ZMJGHUSJBODTFI-LCYFTJDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  37.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(Z)-2-bromo-2-(4-methoxyphenyl)ethenyl]thiophene 、 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 10.0h， 以91%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
• 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80%的产率得到2-[(Z)-2-bromo-2-(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.