(Z)-ethyl 2-(chloro(4-ethylphenyl)methylene)hept-6-enoate | 1511356-97-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (Z)-ethyl 2-(chloro(4-ethylphenyl)methylene)hept-6-enoate
• 英文别名: ethyl (2Z)-2-[chloro-(4-ethylphenyl)methylidene]hept-6-enoate
• CAS: 1511356-97-0
• 化学式: C₁₈H₂₃ClO₂
• 分子量: 306.832
• InChiKey: SMGBEKDQTBFUJH-MSUUIHNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ethyl 3-(4-ethylphenyl)-2-propynoate 、 4-戊烯-1-醇 在 盐酸 、 palladium dichloride 作用下， 以 水 为溶剂， 反应 12.0h， 以90%的产率得到(Z)-ethyl 2-(chloro(4-ethylphenyl)methylene)hept-6-enoate
  参考文献：
  名称：

  Palladium-Catalyzed Coupling of Alkynes with Unactivated Alkenes in Ionic Liquids: A Regio- and Stereoselective Synthesis of Functionalized 1,6-Dienes and Their Analogues

  摘要：

  A palladium-catalyzed regio- and stereoselective intermolecular tandem reaction of alkynes and unactivated 1,6-ionic liquids is described, providing a practical, efficient, and versatile method for the synthesis of functionalized 1,6-dienes in moderate to good yields. The present reaction has high functional-group tolerance and gives products on a gram scale. Mechanistic studies indicate that the reaction might proceed via a chain-walking mechanism.

  DOI：

  10.1021/jo402159d

文献信息

• Palladium-Catalyzed Coupling of Alkynes with Unactivated Alkenes in Ionic Liquids: A Regio- and Stereoselective Synthesis of Functionalized 1,6-Dienes and Their Analogues
  作者：Jianxiao Li、Shaorong Yang、Huanfeng Jiang、Wanqing Wu、Jinwu Zhao

  DOI：10.1021/jo402159d

  日期：2013.12.20

  A palladium-catalyzed regio- and stereoselective intermolecular tandem reaction of alkynes and unactivated 1,6-ionic liquids is described, providing a practical, efficient, and versatile method for the synthesis of functionalized 1,6-dienes in moderate to good yields. The present reaction has high functional-group tolerance and gives products on a gram scale. Mechanistic studies indicate that the reaction might proceed via a chain-walking mechanism.