1-[1-(5-Fluoro-2-hydroxyphenyl)-1-oxopropan-2-yl]pyrrolidin-2-one | 1313869-70-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[1-(5-Fluoro-2-hydroxyphenyl)-1-oxopropan-2-yl]pyrrolidin-2-one
• CAS: 1313869-70-3
• 化学式: C₁₃H₁₄FNO₃
• 分子量: 251.257
• InChiKey: XDZCJKSDHDQTRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-乙烯基吡咯烷酮 、 5-氟水杨醛 在 (acetylacetonato)dicarbonylrhodium (l) 、 三(4-氟苯基)磷化氢 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以64%的产率得到1-[1-(5-Fluoro-2-hydroxyphenyl)-1-oxopropan-2-yl]pyrrolidin-2-one
  参考文献：
  名称：

  Highly Regioselective Intermolecular Hydroacylations of Enamides with Salicylaldehydes

  摘要：

  Highly regioselective Intermolecular hydroacylations of enamides under rhodium catalysis with monodentate phosphane ligands are reported for the first time. The presence of MeCN facilitates this novel C-C bond formation, and the electron-deficient phosphine P(p-F-Ph)(3) has proven most effective for the direct hydroacylation of 1-vinyl-2-pyrrolidinone. Accordingly, an atom-economic synthetic route to a-amido ketones from readily available substrates has been developed.

  DOI：

  10.1021/ol201431c

文献信息

• Highly Regioselective Intermolecular Hydroacylations of Enamides with Salicylaldehydes
  作者：Hui-Jun Zhang、Carsten Bolm

  DOI：10.1021/ol201431c

  日期：2011.8.5

  Highly regioselective Intermolecular hydroacylations of enamides under rhodium catalysis with monodentate phosphane ligands are reported for the first time. The presence of MeCN facilitates this novel C-C bond formation, and the electron-deficient phosphine P(p-F-Ph)(3) has proven most effective for the direct hydroacylation of 1-vinyl-2-pyrrolidinone. Accordingly, an atom-economic synthetic route to a-amido ketones from readily available substrates has been developed.