butyl (E)-3-(4-((dimethylcarbamoyl)oxy)-2-phenyl-2H-chromen-3-yl)acrylate | 1573114-63-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: butyl (E)-3-(4-((dimethylcarbamoyl)oxy)-2-phenyl-2H-chromen-3-yl)acrylate
• 英文别名: butyl (E)-3-[4-(dimethylcarbamoyloxy)-2-phenyl-2H-chromen-3-yl]prop-2-enoate
• CAS: 1573114-63-2
• 化学式: C₂₅H₂₇NO₅
• 分子量: 421.493
• InChiKey: PJGDVNAFCJYSQE-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  黄烷酮 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 sodium hydride 作用下， 以 1,4-二氧六环 、 二甲基亚砜 、 mineral oil 为溶剂， 反应 16.5h， 生成 butyl (E)-3-(4-((dimethylcarbamoyl)oxy)-2-phenyl-2H-chromen-3-yl)acrylate
  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

文献信息

• Using Rh(III)-Catalyzed C–H Activation as a Tool for the Selective Functionalization of Ketone-Containing Molecules
  作者：Mélissa Boultadakis-Arapinis、Matthew N. Hopkinson、Frank Glorius

  DOI：10.1021/ol500258q

  日期：2014.3.21

  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.