1-(p-tolyl)vinyl dimethylcarbamate | 1573114-94-9

• 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-(p-tolyl)vinyl dimethylcarbamate
• 英文别名: 1-(4-methylphenyl)ethenyl N,N-dimethylcarbamate
• CAS: 1573114-94-9
• 化学式: C₁₂H₁₅NO₂
• 分子量: 205.257
• InChiKey: ZYUWTYMAWRRLDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  丙烯酸丁酯 、 1-(p-tolyl)vinyl dimethylcarbamate 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以77.778%的产率得到
  参考文献：
  名称：

  Using Rh(III)-Catalyzed C–H Activation as a Tool for the Selective Functionalization of Ketone-Containing Molecules

  摘要：

  Due to the strong potential of C H activation in many areas of organic chemistry, the use of a pre-existing carbonyl group for the installation of a directing group to enable selective and predictable alpha-alkenylation with activated olefins as coupling partners is described. This Heck-type reaction would then lead either to beta,gamma-unsaturated ketones or to variously substituted 1,4-butadienes depending on the conditions used for the cleavage of the directing group.

  DOI：

  10.1021/ol500258q
• 作为产物：
  描述：

  对甲基苯乙酮 、 二甲氨基甲酰氯 在 sodium hydride 作用下， 以 二甲基亚砜 、 mineral oil 为溶剂， 反应 0.5h， 以30%的产率得到1-(p-tolyl)vinyl dimethylcarbamate
  参考文献：
  名称：

  Using Rh(III)-Catalyzed C–H Activation as a Tool for the Selective Functionalization of Ketone-Containing Molecules

  摘要：

  Due to the strong potential of C H activation in many areas of organic chemistry, the use of a pre-existing carbonyl group for the installation of a directing group to enable selective and predictable alpha-alkenylation with activated olefins as coupling partners is described. This Heck-type reaction would then lead either to beta,gamma-unsaturated ketones or to variously substituted 1,4-butadienes depending on the conditions used for the cleavage of the directing group.

  DOI：

  10.1021/ol500258q