4-fluorobenzo[4,5]imidazo[1,2-a]quinazoline | 1613287-70-9

• 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: 4-fluorobenzo[4,5]imidazo[1,2-a]quinazoline
• 英文别名: 4-fuorobenzo[4,5]imidazo[1,2-a]quinazoline；4-Fluorobenzimidazolo[1,2-a]quinazoline；4-fluorobenzimidazolo[1,2-a]quinazoline
• CAS: 1613287-70-9
• 化学式: C₁₄H₈FN₃
• 分子量: 237.236
• InChiKey: WAQHYJPBQYQBHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基苯并咪唑 、 2,6-二氟苯甲醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以92%的产率得到4-fluorobenzo[4,5]imidazo[1,2-a]quinazoline
  参考文献：
  名称：

  One-Pot Synthesis of Benzo[4,5]imidazo[1,2-a]quinazoline Derivatives via Facile Transition-Metal-Free Tandem Process

  摘要：

  A one-pot transition metal-free method for synthesizing benzo[4,5]imidazo[1,2-a]quinazoline and imidazo-[1,2-a]quinazoline derivatives has been developed. The approach is widely applicable to 2-fluoro-, 2-chloro-, 2-bromo- and 2-nitro-substituted aryl aldehyde and ketone substrates. The fluorescence properties of target compounds were studied.

  DOI：

  10.1021/co500001u

文献信息

• CuI-Catalyzed C–N Bond Formation and Cleavage for the Synthesis of Benzimidazo[1,2-<i>a</i>]quinazoline Derivatives
  作者：Chao Li、Wen-Ting Zhang、Xiang-Shan Wang

  DOI：10.1021/jo5007398

  日期：2014.6.20

  domino reaction of N-(2-benzimidazolyl)-2-aminobenzamide and 2-halogenated benzaldehyde has been studied. The procedure is based on a sequential CuI-catalyzed Ullmann reaction (C–N bond formation) and two bond cleavage reactions and provides an efficient strategy for the synthesis of benzimidazo[1,2-a]quinazolines catalyzed by CuI/l-proline.

  研究了N-（2-苯并咪唑基）-2-氨基苯甲酰胺与2-卤代苯甲醛的铜（I）催化的多米诺反应。该方法基于顺序的CuI催化的Ullmann反应（C–N键形成）和两个键裂解反应，为CuI / 1-脯氨酸催化的苯并咪唑并[1,2- a ]喹唑啉合成提供了有效的策略。
• One-Pot Synthesis of Benzo[4,5]imidazo[1,2-<i>a</i>]quinazoline Derivatives via Facile Transition-Metal-Free Tandem Process
  作者：Shuai Fang、Xiaoyi Niu、Bingchuan Yang、Yanqiu Li、Xiaomeng Si、Lei Feng、Chen Ma

  DOI：10.1021/co500001u

  日期：2014.7.14

  A one-pot transition metal-free method for synthesizing benzo[4,5]imidazo[1,2-a]quinazoline and imidazo-[1,2-a]quinazoline derivatives has been developed. The approach is widely applicable to 2-fluoro-, 2-chloro-, 2-bromo- and 2-nitro-substituted aryl aldehyde and ketone substrates. The fluorescence properties of target compounds were studied.