8-(4-dimethylamino-benzoyl)-2,4-dimethyl-quinoline-6,7-dicarboxylic acid dimethyl ester | 1309866-28-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 8-(4-dimethylamino-benzoyl)-2,4-dimethyl-quinoline-6,7-dicarboxylic acid dimethyl ester
• 英文别名: Dimethyl 8-[4-(dimethylamino)benzoyl]-2,4-dimethylquinoline-6,7-dicarboxylate
• CAS: 1309866-28-1
• 化学式: C₂₄H₂₄N₂O₅
• 分子量: 420.465
• InChiKey: PSEHBUMKPOQHNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  85.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-[4-(dimethylamino)phenylethynyl]-4,6-dimethylpyridine-3-carbaldehyde 、 丁炔二酸二甲酯 在 gold(III) chloride 作用下， 以 反-1,2-二氯乙烯 为溶剂， 反应 10.0h， 以83%的产率得到8-(4-dimethylamino-benzoyl)-2,4-dimethyl-quinoline-6,7-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  通过金催化苯并环化反应制备高度官能化喹啉和异喹啉的方法

  摘要：

  AuCl 3 催化的含吡啶氧代炔烃与外部和内部炔烃的苯环化反应在温和条件下进行，并以良好到极好的收率生产各种喹啉和异喹啉衍生物。反应通过形成氮杂-异苯并吡啶鎓金酸盐络合物而进行，这从捕获实验中可以看出。

  DOI：

  10.1055/s-0030-1259555

文献信息

• An Approach to Highly Functionalized Quinolines and Isoquinolines via a Gold-Catalyzed Benzannulation
  作者：Tarun Sarkar、Biswajit Panda、Jhuma Bhadra

  DOI：10.1055/s-0030-1259555

  日期：2011.3

  The AuCl 3 -catalyzed benzannulation of pyridine-containing oxo-alkynes with external as well as internal alkynes proceeds under mild conditions, and a variety of quinoline and isoquinoline derivatives are produced in good to excellent yields. The reaction proceeds through the formation of aza-isobenzopyrylium auric ate complexes as evident from trapping experiments.

  AuCl 3 催化的含吡啶氧代炔烃与外部和内部炔烃的苯环化反应在温和条件下进行，并以良好到极好的收率生产各种喹啉和异喹啉衍生物。反应通过形成氮杂-异苯并吡啶鎓金酸盐络合物而进行，这从捕获实验中可以看出。
• Gold-Catalyzed Benzannulation of Electronically Rich/Rich and Deficient/Deficient Oxoalkynes with Alkynes
  作者：Tarun Sarkar、Biswajit Panda

  DOI：10.1055/s-0032-1318454

  日期：——

  Two different strategies have been developed to perform the gold-catalyzed benzannulation of both electron-rich pyridine containing oxoalkynes with electron-rich alkynes as well as electron-deficient pyridine containing oxoalkynes with electron-deficient alkynes. The benzannulation between electron-rich oxoalkynes with electron-rich alkynes proceeds in the presence of highly electron-deficient gold catalysts, whereas using catalytic amount of alcohol benzannulation was performed efficiently between electron-deficient oxoalkynes with electron-deficient alkynes.