6-(2-furyl)indolo[1,2-c]quinazoline | 1252659-84-9

• 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: 6-(2-furyl)indolo[1,2-c]quinazoline
• 英文别名: 6-(furan-2-yl)indolo[1,2-c]quinazoline
• CAS: 1252659-84-9
• 化学式: C₁₉H₁₂N₂O
• 分子量: 284.317
• InChiKey: LBGMMKWYNOTECN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(furan-2-ylmethylene)-2-(1H-indol-2-yl)benzenamine 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以75%的产率得到6-(2-furyl)indolo[1,2-c]quinazoline
  参考文献：
  名称：

  Synthesis of some new mono, bis-indolo[1, 2-c]quinazolines: evaluation of their antimicrobial studies

  摘要：

  A convenient three-step strategy is proposed for the synthesis of mono and bis-indolo[1,2-c]quinazolines from 2-(2-aminophenyl)indole and various aryl aldehydes. The newly synthesized compounds were characterized by elemental analysis, IR, H-1 NMR, C-13 NMR, and mass spectroscopic investigation. All the derivatives were screened for antibacterial (S. aureus, B. subtilis, S. pyogenes, S. typhimurium, E. coli, K. pneumonia) and antifungal (A. niger, C. albicans, T. viridae) activities by cup plate method. Among the compounds tested, mono-indolo[1,2-c]quinazolines (15-18) exhibited good antibacterial activities while 15 and 18 also showed notable antifungal activity. Especially, 19 and 20 exhibited stronger antibacterial as well as antifungal activity against all tested strains.

  DOI：

  10.1590/s0103-50532010000500018

文献信息

• Copper-Catalyzed Sequential Ullmann <i>N</i>-Arylation and Aerobic Oxidative C–H Amination: A Convenient Route to Indolo[1,2-<i>c</i>]quinazoline Derivatives
  作者：Peng Sang、Yongju Xie、Jianwei Zou、Yuhong Zhang

  DOI：10.1021/ol3016435

  日期：2012.8.3

  An efficient synthesis of indolo[1,2-c]quinazoline derivatives has been developed by copper-catalyzed sequential Ullmann N-arylation and aerobic oxidative C–H amination. The protocol uses readily available 2-(2-halophenyl)-1H-indoles and (aryl)methanamines as the starting materials to afford indolo[1,2-c]quinazolines, which are the core units of hinckdentine A.

  通过铜催化的顺序Ullmann N-芳基化反应和好氧氧化CH-H胺化反应，已开发出吲哚[1,2- c ]喹唑啉衍生物的有效合成方法。该协议使用容易获得的2-（2-卤代苯基）-1 H-吲哚和（芳基）甲胺作为起始原料来提供吲哚并[1,2- c ]喹唑啉，它们是hinckdentine A的核心单元。
• Synthesis of some new mono, bis-indolo[1, 2-c]quinazolines: evaluation of their antimicrobial studies
  作者：Rondla Rohini、P. Muralidhar Reddy、Kanne Shanker、Anren Hu、Vadde Ravinder

  DOI：10.1590/s0103-50532010000500018

  日期：——

  A convenient three-step strategy is proposed for the synthesis of mono and bis-indolo[1,2-c]quinazolines from 2-(2-aminophenyl)indole and various aryl aldehydes. The newly synthesized compounds were characterized by elemental analysis, IR, H-1 NMR, C-13 NMR, and mass spectroscopic investigation. All the derivatives were screened for antibacterial (S. aureus, B. subtilis, S. pyogenes, S. typhimurium, E. coli, K. pneumonia) and antifungal (A. niger, C. albicans, T. viridae) activities by cup plate method. Among the compounds tested, mono-indolo[1,2-c]quinazolines (15-18) exhibited good antibacterial activities while 15 and 18 also showed notable antifungal activity. Especially, 19 and 20 exhibited stronger antibacterial as well as antifungal activity against all tested strains.