6-(naphthalene-2-yl)indolo[1,2-c]quinazoline | 1252659-79-2

• 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: 6-(naphthalene-2-yl)indolo[1,2-c]quinazoline
• 英文别名: 6-(2-naphthyl)indolo[1,2-c]quinazoline；6-Naphthalen-2-ylindolo[1,2-c]quinazoline
• CAS: 1252659-79-2
• 化学式: C₂₅H₁₆N₂
• 分子量: 344.415
• InChiKey: QRTPNZQGSZDHFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-(1H-indol-2-yl)-N-(naphthalen-2-ylmethylene)benzeneamine 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以80%的产率得到6-(naphthalene-2-yl)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

• Rh(III)-Catalyzed C–H Amidation of 2-Arylindoles with Dioxazolones: A Route to Indolo[1,2-<i>c</i>]quinazolines
  作者：Xiaogang Wang、Jin Zhang、Di Chen、Bo Wang、Xiufang Yang、Yangmin Ma、Michal Szostak

  DOI：10.1021/acs.orglett.9b02615

  日期：2019.9.6

  Rhodium(III)-catalyzed C-H amidation of 2-arylindoles with dioxazolones for the synthesis of indolo[1,2-c]quinazolines is reported. The reaction is compatible with a wide range of electronically diverse 2-arylindoles and dioxazolones, providing indolo[1,2-c]quinazolines in high to excellent yields. Most notably, the combination of this Rh-catalyzed C-H amidation and intramolecular N-H/N-C(O) cyclization

  报道了铑（III）催化2-芳基吲哚与二恶唑酮的CH酰胺化反应，合成吲哚[1,2-c]喹唑啉。该反应可与多种电子上不同的2-芳基吲哚和二恶唑酮兼容，从而可以高收率或优异的收率获得吲哚并[1,2-c]喹唑啉。最值得注意的是，这种Rh催化的CH酰胺化和分子内NH / NC（O）环化的结合使迄今为止最直接的直接途径成为吲哚并[1,2-c]喹唑啉。公开了这些高价值杂环的机理研究和抗肿瘤活性的评估。
• 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.