1-((undec-1-en-3-yloxy)methyl)benzene | 917836-69-2

• 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: 1-((undec-1-en-3-yloxy)methyl)benzene
• 英文别名: {[(Undec-1-en-3-yl)oxy]methyl}benzene；undec-1-en-3-yloxymethylbenzene
• CAS: 917836-69-2
• 化学式: C₁₈H₂₈O
• 分子量: 260.42
• InChiKey: RGAFKDSCZHPVGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-((undec-1-en-3-yloxy)methyl)benzene 、 苯硼酸 在 bis-sulfoxide 、 钯 溶剂黄146 、 对苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以92%的产率得到(E)-1-((1-phenylundec-1-en-3-yloxy)methyl)benzene
  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).