(E)-butyl-3-(6-bromo-4-oxo-4H-chromen-3-yl)acrylate | 1321627-98-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (E)-butyl-3-(6-bromo-4-oxo-4H-chromen-3-yl)acrylate
• 英文别名: butyl (E)-3-(6-bromo-4-oxochromen-3-yl)prop-2-enoate
• CAS: 1321627-98-8
• 化学式: C₁₆H₁₅BrO₄
• 分子量: 351.197
• InChiKey: JJCSKTLNDVBKEM-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-溴色原酮 、 丙烯酸丁酯 在 copper diacetate 、 palladium diacetate 、 silver carbonate 、 三甲基乙酸 作用下， 反应 11.0h， 以93%的产率得到(E)-butyl-3-(6-bromo-4-oxo-4H-chromen-3-yl)acrylate
  参考文献：
  名称：

  Palladium(II)-Catalyzed Direct Intermolecular Alkenylation of Chromones

  摘要：

  A new efficient method for the direct alkenylation of chromones via a palladium(II)-catalyzed C-H functionalization reaction was developed. The use of pivalic acid with Cu(OAc)(3)/Ag2CO3 provided superior reactivity in the cross-coupling of chromones with alkene partners. This approach represents a significant advance over the existing two-step method and afforded various 3-vinylchromone derivatives, which are privileged structures in many biologically active compounds and versatile synthetic building blocks.

  DOI：

  10.1021/ol2018278

文献信息

• Palladium(II)-Catalyzed Direct Intermolecular Alkenylation of Chromones
  作者：Donghee Kim、Sungwoo Hong

  DOI：10.1021/ol2018278

  日期：2011.8.19

  A new efficient method for the direct alkenylation of chromones via a palladium(II)-catalyzed C-H functionalization reaction was developed. The use of pivalic acid with Cu(OAc)(3)/Ag2CO3 provided superior reactivity in the cross-coupling of chromones with alkene partners. This approach represents a significant advance over the existing two-step method and afforded various 3-vinylchromone derivatives, which are privileged structures in many biologically active compounds and versatile synthetic building blocks.