6-acetyl-4-methylquinolin-2(1H)-one | 1546563-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 6-acetyl-4-methylquinolin-2(1H)-one
• 英文别名: 6-acetyl-4-methyl-1H-quinolin-2-one
• CAS: 1546563-10-3
• 化学式: C₁₂H₁₁NO₂
• 分子量: 201.225
• InChiKey: NMVBEULCFOTVFU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-丁炔酸乙酯 、 4-乙酰胺苯乙酮 在 silver hexafluoroantimonate 、 [RhCl2(p-cymene)]2 作用下， 以 溶剂黄146 为溶剂， 反应 24.0h， 以66%的产率得到6-acetyl-4-methylquinolin-2(1H)-one
  参考文献：
  名称：

  Ruthenium-Catalyzed Cyclization of Anilides with Substituted Propiolates or Acrylates: An Efficient Route to 2-Quinolinones

  摘要：

  A Ru-catalyzed cyclization of anilides with propiolates or acrylates affording 2-quinolinones having diverse functional groups in good to excellent yields is described. Later, 2-quinolinones were converted into 3-halo-2-quinolinones and 2-chloroquinolines. The proposed mechanism was strongly supported by experimental evidence and deuterium labeling studies.

  DOI：

  10.1021/ol501548e

文献信息

• Ruthenium-Catalyzed Cyclization of Anilides with Substituted Propiolates or Acrylates: An Efficient Route to 2-Quinolinones
  作者：Rajendran Manikandan、Masilamani Jeganmohan

  DOI：10.1021/ol501548e

  日期：2014.7.3

  A Ru-catalyzed cyclization of anilides with propiolates or acrylates affording 2-quinolinones having diverse functional groups in good to excellent yields is described. Later, 2-quinolinones were converted into 3-halo-2-quinolinones and 2-chloroquinolines. The proposed mechanism was strongly supported by experimental evidence and deuterium labeling studies.