(E)-5-(4-methoxybenzyloxy)-1-phenylpent-1-en-3-yl 3,5-dinitrobenzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-5-(4-methoxybenzyloxy)-1-phenylpent-1-en-3-yl 3,5-dinitrobenzoate
• 英文别名: [(E)-5-[(4-methoxyphenyl)methoxy]-1-phenylpent-1-en-3-yl] 3,5-dinitrobenzoate
• 化学式: C₂₆H₂₄N₂O₈
• 分子量: 492.485
• InChiKey: PRGQDJMTJRILNS-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  136
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,5-二硝基苯甲酸 在 bis-sulfoxide 、 钯 对苯醌 作用下， 以 1,4-二氧六环 、 溶剂黄146 为溶剂， 反应 52.0h， 生成 (E)-5-(4-methoxybenzyloxy)-1-phenylpent-1-en-3-yl 3,5-dinitrobenzoate
  参考文献：
  名称：

  Sequential Hydrocarbon Functionalization:  Allylic C−H Oxidation/Vinylic C−H Arylation

  摘要：

  A Pd(II)/sulfoxide-catalyzed sequential allylic C-H oxidation/vinylic C-H arylation of alpha-olefins to furnish E-arylated allylic esters in high regio- and E:Z selectivities (>20:1) is reported. The broad scope of this method with respect to the alpha-olefin, carboxylic acid, and aryl boronic acid enables the rapid assembly of densely functionalized fragments for complex molecule synthesis from cheap, abundant hydrocarbon starting materials. The Pd(II)/sulfoxide-catalyzed vinylic C-H arylation of electronically unbiased olefins with aryl boronic acids proceeds under oxidative, acidic conditions and mild temperatures (room temperature to 45 degrees C).

  DOI：

  10.1021/ja066563d

文献信息

• Sequential Hydrocarbon Functionalization:  Allylic C−H Oxidation/Vinylic C−H Arylation
  作者：Jared H. Delcamp、M. Christina White

  DOI：10.1021/ja066563d

  日期：2006.11.1

  A Pd(II)/sulfoxide-catalyzed sequential allylic C-H oxidation/vinylic C-H arylation of alpha-olefins to furnish E-arylated allylic esters in high regio- and E:Z selectivities (>20:1) is reported. The broad scope of this method with respect to the alpha-olefin, carboxylic acid, and aryl boronic acid enables the rapid assembly of densely functionalized fragments for complex molecule synthesis from cheap, abundant hydrocarbon starting materials. The Pd(II)/sulfoxide-catalyzed vinylic C-H arylation of electronically unbiased olefins with aryl boronic acids proceeds under oxidative, acidic conditions and mild temperatures (room temperature to 45 degrees C).