(E)-ethyl 3-(2-acetamido-6-fluorophenyl)acrylate | 1355020-55-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-ethyl 3-(2-acetamido-6-fluorophenyl)acrylate
• 英文别名: ethyl (E)-3-(2-acetamido-6-fluorophenyl)prop-2-enoate
• CAS: 1355020-55-1
• 化学式: C₁₃H₁₄FNO₃
• 分子量: 251.257
• InChiKey: NRXNHZUIYUKIMJ-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氟乙酰苯胺 、 丙烯酸乙酯 在 六氟磷酸钾 、 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 copper(II) acetate monohydrate 作用下， 以 水 为溶剂， 反应 20.0h， 以70%的产率得到(E)-ethyl 3-(2-acetamido-6-fluorophenyl)acrylate
  参考文献：
  名称：

  Ruthenium-Catalyzed Oxidative C–H Alkenylations of Anilides and Benzamides in Water

  摘要：

  A cationic ruthenium(II) complex enabled efficient oxidative alkenylations of anilides in water as a green solvent and proved applicable to double C-H bond functionalizations of (hetero)aromatic amides with ample scope. Detailed studies provided strong support for a change of ruthenation mechanism in the two transformations, with an irreversible metalation as the key step in cross-dehydrogenative alkenylations of benzamides.

  DOI：

  10.1021/ol203251s

文献信息

• Ruthenium-Catalyzed Oxidative C–H Alkenylations of Anilides and Benzamides in Water
  作者：Lutz Ackermann、Lianhui Wang、Ratnakancana Wolfram、Alexander V. Lygin

  DOI：10.1021/ol203251s

  日期：2012.2.3

  A cationic ruthenium(II) complex enabled efficient oxidative alkenylations of anilides in water as a green solvent and proved applicable to double C-H bond functionalizations of (hetero)aromatic amides with ample scope. Detailed studies provided strong support for a change of ruthenation mechanism in the two transformations, with an irreversible metalation as the key step in cross-dehydrogenative alkenylations of benzamides.