6,7-dimethoxy-4-(methoxymethyl)quinolin-2(1H)-one | 1615198-88-3

• 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: 6,7-dimethoxy-4-(methoxymethyl)quinolin-2(1H)-one
• 英文别名: 6,7-dimethoxy-4-(methoxymethyl)-1H-quinolin-2-one
• CAS: 1615198-88-3
• 化学式: C₁₃H₁₅NO₄
• 分子量: 249.266
• InChiKey: KGNCMLVILDQCJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 4-methoxy-2-butynoate 、 二甲氧基乙酰苯胺 在 silver hexafluoroantimonate 、 [RhCl2(p-cymene)]2 、 三甲基丙酮酸 作用下， 以 异丙醇 为溶剂， 反应 24.0h， 以62%的产率得到6,7-dimethoxy-4-(methoxymethyl)quinolin-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.