(2-Bromophenyl)-[2-(6,7-dimethyl-3-phenylquinoxalin-2-yl)benzimidazol-1-yl]methanone | 1609464-05-2

• 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: (2-Bromophenyl)-[2-(6,7-dimethyl-3-phenylquinoxalin-2-yl)benzimidazol-1-yl]methanone
• 英文别名: (2-bromophenyl)-[2-(6,7-dimethyl-3-phenylquinoxalin-2-yl)benzimidazol-1-yl]methanone
• CAS: 1609464-05-2
• 化学式: C₃₀H₂₁BrN₄O
• 分子量: 533.427
• InChiKey: CZWNUBDUXMPOSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tert-butyl (2-(2-bromo-N-(1-((2-((tert-butoxycarbonyl)amino)phenyl)amino)-1,3-dioxo-3-phenylpropan-2-yl)benzamido)-4,5-dimethylphenyl)carbamate 在 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 72.0h， 以46%的产率得到(2-Bromophenyl)-[2-(6,7-dimethyl-3-phenylquinoxalin-2-yl)benzimidazol-1-yl]methanone
  参考文献：
  名称：

  Novel succinct routes to quinoxalines and 2-benzimidazolylquinoxalines via the Ugi reaction

  摘要：

  This Letter reveals a unique, user-friendly, concise two-step, one-pot protocol for the synthesis of highly substituted quinoxalines. Conducting the Ugi reaction with appropriately functionalized classical Ugi reagents with subsequent acid treatment of the Ugi adduct affords collections of diversified quinoxalines in good to excellent yields. The methodology exploits what may be viewed as a 'convertible carboxylic acid', which in addition may be captured in an intramolecular sense to generate structurally complex 2-benzimidazolylquinoxalines in a mere two steps. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.04.013

文献信息

• Novel succinct routes to quinoxalines and 2-benzimidazolylquinoxalines via the Ugi reaction
  作者：Muhammad Ayaz、Zhigang Xu、Christopher Hulme

  DOI：10.1016/j.tetlet.2014.04.013

  日期：2014.6

  This Letter reveals a unique, user-friendly, concise two-step, one-pot protocol for the synthesis of highly substituted quinoxalines. Conducting the Ugi reaction with appropriately functionalized classical Ugi reagents with subsequent acid treatment of the Ugi adduct affords collections of diversified quinoxalines in good to excellent yields. The methodology exploits what may be viewed as a 'convertible carboxylic acid', which in addition may be captured in an intramolecular sense to generate structurally complex 2-benzimidazolylquinoxalines in a mere two steps. (C) 2014 Elsevier Ltd. All rights reserved.