(E)-n-butyl 2-(3-n-butoxy-3-oxoprop-1-en-1-yl)-6-methoxybenzoate | 1392227-37-0

• 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)-n-butyl 2-(3-n-butoxy-3-oxoprop-1-en-1-yl)-6-methoxybenzoate
• 英文别名: butyl 2-[(E)-3-butoxy-3-oxoprop-1-enyl]-6-methoxybenzoate
• CAS: 1392227-37-0
• 化学式: C₁₉H₂₆O₅
• 分子量: 334.412
• InChiKey: QULOTOVKWHIUHA-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙烯酸丁酯 、 2-甲氧基苯甲酸丁酯 在 silver hexafluoroantimonate 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 copper(II) acetate monohydrate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 16.0h， 以63%的产率得到(E)-n-butyl 2-(3-n-butoxy-3-oxoprop-1-en-1-yl)-6-methoxybenzoate
  参考文献：
  名称：

  Oxidative Alkenylation of Aromatic Esters by Ruthenium-Catalyzed Twofold C–H Bond Cleavages

  摘要：

  Cationic ruthenium(II) complexes enabled catalytic twofold C-H bond functionalizations with weakly coordinating aromatic esters in a highly chemo-, site- and diastereo-selective as well as site selective fashion. The oxidative Fujiwara-Moritani-type alkenylation provided step-economical access to diversely substituted styrenes and proved viable in an aerobic manner. Mechanistic studies were indicative of a reversible acetate-assisted cycloruthenation step.

  DOI：

  10.1021/ol301759v

文献信息

• Oxidative Alkenylation of Aromatic Esters by Ruthenium-Catalyzed Twofold C–H Bond Cleavages
  作者：Karolina Graczyk、Wenbo Ma、Lutz Ackermann

  DOI：10.1021/ol301759v

  日期：2012.8.17

  Cationic ruthenium(II) complexes enabled catalytic twofold C-H bond functionalizations with weakly coordinating aromatic esters in a highly chemo-, site- and diastereo-selective as well as site selective fashion. The oxidative Fujiwara-Moritani-type alkenylation provided step-economical access to diversely substituted styrenes and proved viable in an aerobic manner. Mechanistic studies were indicative of a reversible acetate-assisted cycloruthenation step.