2-(4-氯苯基)-4-氧代-1H-喹啉-3-羧酸乙酯 | 93663-78-6

• 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
• 中文名称: 2-(4-氯苯基)-4-氧代-1H-喹啉-3-羧酸乙酯
• 英文名称: ethyl 2-(4-chlorophenyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate
• 英文别名: 3-Quinolinecarboxylic acid, 2-(4-chlorophenyl)-4-hydroxy-, ethyl ester；ethyl 2-(4-chlorophenyl)-4-oxo-1H-quinoline-3-carboxylate
• CAS: 93663-78-6
• 化学式: C₁₈H₁₄ClNO₃
• 分子量: 327.767
• InChiKey: MTOUYADBGXRSNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  (4-氯苯基)-丙酸乙酯 、 靛红 在 叔丁基过氧化氢 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以77%的产率得到2-(4-氯苯基)-4-氧代-1H-喹啉-3-羧酸乙酯
  参考文献：
  名称：

  Switchable Access to 3-Carboxylate-4-quinolones and 1-Vinyl-3-carboxylate-4-quinolones via Oxidative Cyclization of Isatins and Alkynes

  摘要：

  An efficient transition-metal-free oxidative cyclization reaction using isatins and alkynes for the facile synthesis of structurally diverse 4-quinolones has been developed. Intriguingly, switchable access to substituted 3-carboxylate-4-quinolones and 1-vinyl-3-carboxylate-4-quinolones could be achieved by choosing a different base in the reaction. The obtained products could undergo further transformations, increasing the application potential of the method in organic synthesis.

  DOI：

  10.1021/acs.orglett.8b01645

文献信息

• Switchable Access to 3-Carboxylate-4-quinolones and 1-Vinyl-3-carboxylate-4-quinolones via Oxidative Cyclization of Isatins and Alkynes
  作者：Shi-Fen Jiang、Cheng Xu、Zhi-Wen Zhou、Qin Zhang、Xiao-Hui Wen、Feng-Cheng Jia、An-Xin Wu

  DOI：10.1021/acs.orglett.8b01645

  日期：2018.7.20

  An efficient transition-metal-free oxidative cyclization reaction using isatins and alkynes for the facile synthesis of structurally diverse 4-quinolones has been developed. Intriguingly, switchable access to substituted 3-carboxylate-4-quinolones and 1-vinyl-3-carboxylate-4-quinolones could be achieved by choosing a different base in the reaction. The obtained products could undergo further transformations, increasing the application potential of the method in organic synthesis.