6-bromo-2-phenyl-2,3-dihydroquinolin-4(1H)-one | 60355-92-2

• 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-bromo-2-phenyl-2,3-dihydroquinolin-4(1H)-one
• CAS: 60355-92-2
• 化学式: C₁₅H₁₂BrNO
• 分子量: 302.17
• InChiKey: SNJWOOZNJNNUAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-氨基-5-溴苯乙酮 、 苯甲醛 在 silver trifluoromethanesulfonate 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以90%的产率得到6-bromo-2-phenyl-2,3-dihydroquinolin-4(1H)-one
  参考文献：
  名称：

  Mild and Efficient Silver(I) Triflate Catalyzed Synthesis of 2-Aryl-2,3-dihydroquinolin-4(1H)-ones, and Their Antioxidant Activities

  摘要：

  Biologically interesting 2-aryl-2,3-dihydroquinolin-4(1H)-ones were synthesized using a mild and efficient one-pot procedure starting from o-aminoacetophenones and aromatic aldehydes in the presence of silver(I) triflate. This synthetic protocol provides rapid access to a variety of 2-aryl-2,3-dihydroquinolin-4(1H)-ones. This technique has several advantages, such as the use of easily available starting materials, the efficiency of the catalyst, a simple operation, and tolerance of a wide range of functionality in the aldehydes. Screening of the synthesized compounds for their antioxidant properties revealed that two compounds (with EC50 = 15.42 M and 15.16 M) exhibit a potent free-radical scavenging ability towards TEAC free radicals compared to the standard, Trolox.

  DOI：

  10.1055/s-0035-1560322