ethyl 5-vinylthiophene-2-carboxylate | 1362419-23-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: ethyl 5-vinylthiophene-2-carboxylate
• 英文别名: Ethyl 5-ethenylthiophene-2-carboxylate
• CAS: 1362419-23-5
• 化学式: C₉H₁₀O₂S
• 分子量: 182.243
• InChiKey: KZWMAWUCYFYKLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-溴噻吩-2-甲酸乙酯 、 乙烯硼酐吡啶络合物 在 C₇₀H₄₀Cl₂F₆₈N₂O₆Pd₂ 、 四丁基溴化铵 、 potassium carbonate 作用下， 以 水 为溶剂， 反应 0.18h， 以93%的产率得到ethyl 5-vinylthiophene-2-carboxylate
  参考文献：
  名称：

  Fluorous Oxime Palladacycle: A Precatalyst for Carbon–Carbon Coupling Reactions in Aqueous and Organic Medium

  摘要：

  To facilitate precatalyst recovery and reuse, we have developed a fluorous, oxime-based palladacycle 1 and demonstrated that it is a very efficient and versatile precatalyst for a wide range of carbon carbon bond formation reactions (Suzuki-Miyaura, Sonogashira, Stille, Heck, Glaser-type, and Kumada) in either aqueous or organic medium under microwave irradiation. Palladacycle 1 could be recovered through F-SPE in various coupling reactions with recovery ranging from 84 to 95% for the first cycle. Inductively coupled plasma optical emission spectrometry (ICP-OES) analyses of the Pd content in the crude product from each class of transformation indicated extremely low levels of leaching and the palladacycle could be reused four to five times without significant loss of activity.

  DOI：

  10.1021/jo202482h

文献信息

• Substituted diaryl or diheteroaryl methans, ethers and amines having retinoid agonist, antagonist or inverse agonist type biological activity
  申请人：——

  公开号：US20030109687A1

  公开（公告）日：2003-06-12

  Compounds of the formula Y 3 (R 4 )—X—Y 1 (R 1 R 2 )-Z-Y 2 (R 2 )-A-B where the symbols have the meaning defined in the specification, have retinoid, retinoid antagonist or retinoid inverse agonist type biological activity.

  公式Y3(R4)-X-Y1(R1R2)-Z-Y2(R2)-A-B所表示的化合物具有视黄醇、视黄醇拮抗剂或视黄醇反向激动剂类型的生物活性，其中符号的含义在说明书中定义。
• N-ARYL SUBSTITUTED TETRAHYDROQUINOLINES LIGANDS FOR RETINOID RECEPTORS HAVING AGONIST, ANTAGONIST OR INVERSE AGONIST TYPE ACTIVITY
  申请人：Allergan, Inc.

  公开号：EP0937045B1

  公开（公告）日：2004-04-28
• TRISUBSTITUTED PHENYL DERIVATIVES HAVING RETINOID AGONIST, ANTAGONIST OR INVERSE AGONIST TYPE BIOLOGICAL ACTIVITY
  申请人：Allergan Sales, Inc.

  公开号：EP0975573A1

  公开（公告）日：2000-02-02
• US5739338A
  申请人：——

  公开号：US5739338A

  公开（公告）日：1998-04-14
• US5919970A
  申请人：——

  公开号：US5919970A

  公开（公告）日：1999-07-06