(E)-3-(2,4-dimethoxy-phenyl)-acrylic acid isobutyl ester | 1159205-91-0

• 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: (E)-3-(2,4-dimethoxy-phenyl)-acrylic acid isobutyl ester
• 英文别名: (E)-isobutyl 3-(2,4-dimethoxyphenyl)prop-2-enoate；2-methylpropyl (E)-3-(2,4-dimethoxyphenyl)prop-2-enoate
• CAS: 1159205-91-0
• 化学式: C₁₅H₂₀O₄
• 分子量: 264.321
• InChiKey: BIINKJAGMIQEQF-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯酸异丁酯 、 2,4-二甲氧基苯甲酸 在 palladium(II) trifluoroacetate 、 1-金刚烷甲酸 、 对苯醌 作用下， 以 1,4-二氧六环 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以74%的产率得到(E)-3-(2,4-dimethoxy-phenyl)-acrylic acid isobutyl ester
  参考文献：
  名称：

  Pd(O₂CCF₃)₂/Benzoquinone: A Versatile Catalyst System for the Decarboxylative Olefination of Arene Carboxylic Acids

  摘要：

  A versatile palladium catalyst system was developed to effect the decarboxylative Heck coupling of a variety of arenecarboxylic acids with a wide range of olefins. The key to obtaining the efficient catalyst system is the use of 1-adamatanecarboxylic acid as additive. Alkyl-substituted olefins with coordinating groups were observed to provide significantly improved regioselectivity compared with other alkyl-substituted olefins lacking coordinating groups, and the acetate group of allylic ester was also tolerated in this reaction.

  DOI：

  10.1021/ol9007553

文献信息

• Pd-Catalyzed Dearboxylative Heck Coupling with Dioxygen as the Terminal Oxidant
  作者：Zhengjiang Fu、Shijun Huang、Weiping Su、Maochun Hong

  DOI：10.1021/ol102158n

  日期：2010.11.5

  Pd-catalyzed decarboxylative Heck coupling of aromatic carboxylic acids with various olefins is developed using O-2 as the terminal oxidant. Enhancement of O-2 pressure leads to improving reaction turnover in this transformation and allows significantly reducing catalyst loading for efficient conversion of electron-rich benzoic acids. A Pd catalyst supported by a carbene ligand enables using electron-deficient benzoic acids as coupling partners.