6-chloro-2-phenylquinolin-4-yl methyl carbonate | 1453188-77-6

• 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
• 英文名称: 6-chloro-2-phenylquinolin-4-yl methyl carbonate
• 英文别名: (6-Chloro-2-phenylquinolin-4-yl) methyl carbonate；(6-chloro-2-phenylquinolin-4-yl) methyl carbonate
• CAS: 1453188-77-6
• 化学式: C₁₇H₁₂ClNO₃
• 分子量: 313.74
• InChiKey: GTBHUZXXENBHGK-UHFFFAOYSA-N

物化性质

• 熔点：
  128-132 °C(Solvent: Ligroine; Chloroform)
• 沸点：
  485.4±45.0 °C(predicted)
• 密度：
  1.318±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(2-azido-5-chlorophenyl)-1-phenylprop-2-yn-1-yl methyl carbonate 在 三苯基膦氯金 、 silver perchlorate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 48.0h， 以41%的产率得到6-chloro-2-phenylquinolin-4-yl methyl carbonate
  参考文献：
  名称：

  Gold-Catalyzed Cyclization of 3-(2′-Azidoaryl)-1-arylpropargyl Carbonates or 3-Aryl-1-(2′-azidoaryl)propargyl Carbonates to Produce Quinolines

  摘要：

  A gold-catalyzed cyclization of 3-(2'-azidoaryl)-1-arylpropargyl carbonates to generate substituted quinolines via a sequence of 3,3-rearrangement, 6-endo-trig cyclization and denitrogenation has been developed. Similar products could be obtained from 3-aryl-1-(2'-azidoaryl)propargyl carbonates under different gold catalytic conditions via a sequential 6-endo-dig cyclization, denitrogenation, and 1,2-H shift process.

  DOI：

  10.1021/jo401324k

文献信息

• Gold-Catalyzed Cyclization of 3-(2′-Azidoaryl)-1-arylpropargyl Carbonates or 3-Aryl-1-(2′-azidoaryl)propargyl Carbonates to Produce Quinolines
  作者：Shugao Zhu、Luling Wu、Xian Huang

  DOI：10.1021/jo401324k

  日期：2013.9.20

  A gold-catalyzed cyclization of 3-(2'-azidoaryl)-1-arylpropargyl carbonates to generate substituted quinolines via a sequence of 3,3-rearrangement, 6-endo-trig cyclization and denitrogenation has been developed. Similar products could be obtained from 3-aryl-1-(2'-azidoaryl)propargyl carbonates under different gold catalytic conditions via a sequential 6-endo-dig cyclization, denitrogenation, and 1,2-H shift process.