3-(4-methoxyphenyl)-5-methyl-2-phenylquinoxaline | 1465740-67-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(4-methoxyphenyl)-5-methyl-2-phenylquinoxaline
• 英文别名: 3-(4-Methoxyphenyl)-5-methyl-2-phenylquinoxaline
• CAS: 1465740-67-3
• 化学式: C₂₂H₁₈N₂O
• 分子量: 326.398
• InChiKey: DZLXKVSZLKPXBI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲氧基-4-苯基乙炔苯 、 2,3-二氨基甲苯 在 碘苯二乙酸 、 氧气 、 三甲基乙酸 作用下， 以 二甲基亚砜 为溶剂， 以85%的产率得到3-(4-methoxyphenyl)-5-methyl-2-phenylquinoxaline
  参考文献：
  名称：

  Efficient synthesis of quinoxalines with hypervalent iodine as a catalyst

  摘要：

  Various biologically important quinoxalines were efficiently synthesized in excellent yields via one-pot reaction between 1,2-diaminobenzenes and internal alkynes. The method utilizes inexpensive and readily available hypervalent iodine source, such as (diacetoxyiodo)benzene (PhI(OAc)(2)) and proved to be a better alternative as compared to expensive transition metal catalysts. Quinoxaline 4i [(2-phenyl-3-(3,4,5-trimethoxy phenyl)quinoxaline)] was evaluated for leukemia cancer cell lines and turned out to be a good candidate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.027

文献信息

• Efficient synthesis of quinoxalines with hypervalent iodine as a catalyst
  作者：Chung-Yu Chen、Wan-Ping Hu、Mei-Chun Liu、Pi-Cheng Yan、Jeh-Jeng Wang、Mei-Ing Chung

  DOI：10.1016/j.tet.2013.09.027

  日期：2013.11

  Various biologically important quinoxalines were efficiently synthesized in excellent yields via one-pot reaction between 1,2-diaminobenzenes and internal alkynes. The method utilizes inexpensive and readily available hypervalent iodine source, such as (diacetoxyiodo)benzene (PhI(OAc)(2)) and proved to be a better alternative as compared to expensive transition metal catalysts. Quinoxaline 4i [(2-phenyl-3-(3,4,5-trimethoxy phenyl)quinoxaline)] was evaluated for leukemia cancer cell lines and turned out to be a good candidate. (C) 2013 Elsevier Ltd. All rights reserved.