(E)-isobutyl 3-(4-amino-5-chloro-2-methoxyphenyl)prop-2-enoate | 1159205-92-1

• 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)-isobutyl 3-(4-amino-5-chloro-2-methoxyphenyl)prop-2-enoate
• 英文别名: 2-methylpropyl (E)-3-(4-amino-5-chloro-2-methoxyphenyl)prop-2-enoate
• CAS: 1159205-92-1
• 化学式: C₁₄H₁₈ClNO₃
• 分子量: 283.755
• InChiKey: PNCAUMHEVCTMDG-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丙烯酸异丁酯 、 4-氨基-5-氯-2-甲氧基苯甲酸 在 palladium(II) trifluoroacetate 、 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 3.0h， 生成 (Z)-isobutyl3-(4-amino-5-chloro-2-methoxyphenyl)prop-2-enoate 、 (E)-isobutyl 3-(4-amino-5-chloro-2-methoxyphenyl)prop-2-enoate
  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(O₂CCF₃)₂/Benzoquinone: A Versatile Catalyst System for the Decarboxylative Olefination of Arene Carboxylic Acids
  作者：Peng Hu、Jian Kan、Weiping Su、Maochun Hong

  DOI：10.1021/ol9007553

  日期：2009.6.4

  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.