(Z)-methyl 4-(1-chloro-2-(ethoxycarbonyl)hepta-1,6-dien-1-yl)-benzoate | 1511357-08-6

• 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)-methyl 4-(1-chloro-2-(ethoxycarbonyl)hepta-1,6-dien-1-yl)-benzoate
• 英文别名: methyl 4-[(1Z)-1-chloro-2-ethoxycarbonylhepta-1,6-dienyl]benzoate
• CAS: 1511357-08-6
• 化学式: C₁₈H₂₁ClO₄
• 分子量: 336.815
• InChiKey: XFJPIEFJEKPRQM-NXVVXOECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-戊烯-1-醇 、 methyl 4-(3-ethoxy-3-oxoprop-1-yn-1-yl)benzoate 在 盐酸 、 palladium dichloride 作用下， 以 水 为溶剂， 反应 16.0h， 以77%的产率得到(Z)-methyl 4-(1-chloro-2-(ethoxycarbonyl)hepta-1,6-dien-1-yl)-benzoate
  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.