(1E,3E,5E)-3-ethyl 1,6-dimethyl 4-phenylhexa-1,3,5-triene-1,3,6-tricarboxylate | 1256241-80-1

• 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: (1E,3E,5E)-3-ethyl 1,6-dimethyl 4-phenylhexa-1,3,5-triene-1,3,6-tricarboxylate
• 英文别名: 3-O-ethyl 1-O,6-O-dimethyl (1E,3E,5E)-4-phenylhexa-1,3,5-triene-1,3,6-tricarboxylate
• CAS: 1256241-80-1
• 化学式: C₁₉H₂₀O₆
• 分子量: 344.364
• InChiKey: HZJDVLNNIHPJRS-VDKJVMSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1E,3E,5E)-3-ethyl 1,6-dimethyl 4-phenylhexa-1,3,5-triene-1,3,6-tricarboxylate 在 氧气 、 lithium chloride 、 palladium dichloride 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 100.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 以92%的产率得到[1,1'-biphenyl]-2,4,5-tricarboxylic acid 2-ethyl-4,5-dimethyl ester
  参考文献：
  名称：

  Highly Chemoselective Palladium-Catalyzed Cross-Trimerization between Alkyne and Alkenes Leading to 1,3,5-Trienes or 1,2,4,5-Tetrasubstituted Benzenes with Dioxygen

  摘要：

  A palladium-catalyzed 1:2 linear/cyclic cross-trimerization of alkyne with alkenes using molecular oxygen as the sole oxidant has been reported for the first time. A series of 1,3,5-trienes and 1,2,4,5-tetrasubstituted benzenes are obtained with high chemoselectivity respectively and mechanisms of these reactions are proposed based on some controlled examination.

  DOI：

  10.1021/jo101554r
• 作为产物：
  描述：

  (2E,4Z)-5-ethyl 1-methyl 4-(chloro(phenyl)methylene)pent-2-enedioate 、 丙烯酸甲酯（MA） 在 potassium carbonate 、 lithium chloride 、 palladium dichloride 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以41%的产率得到(1E,3E,5E)-3-ethyl 1,6-dimethyl 4-phenylhexa-1,3,5-triene-1,3,6-tricarboxylate
  参考文献：
  名称：

  Highly Chemoselective Palladium-Catalyzed Cross-Trimerization between Alkyne and Alkenes Leading to 1,3,5-Trienes or 1,2,4,5-Tetrasubstituted Benzenes with Dioxygen

  摘要：

  A palladium-catalyzed 1:2 linear/cyclic cross-trimerization of alkyne with alkenes using molecular oxygen as the sole oxidant has been reported for the first time. A series of 1,3,5-trienes and 1,2,4,5-tetrasubstituted benzenes are obtained with high chemoselectivity respectively and mechanisms of these reactions are proposed based on some controlled examination.

  DOI：

  10.1021/jo101554r

文献信息

• Highly Chemoselective Palladium-Catalyzed Cross-Trimerization between Alkyne and Alkenes Leading to 1,3,5-Trienes or 1,2,4,5-Tetrasubstituted Benzenes with Dioxygen
  作者：Peng Zhou、Liangbin Huang、Huanfeng Jiang、Azhong Wang、Xianwei Li

  DOI：10.1021/jo101554r

  日期：2010.12.3

  A palladium-catalyzed 1:2 linear/cyclic cross-trimerization of alkyne with alkenes using molecular oxygen as the sole oxidant has been reported for the first time. A series of 1,3,5-trienes and 1,2,4,5-tetrasubstituted benzenes are obtained with high chemoselectivity respectively and mechanisms of these reactions are proposed based on some controlled examination.