6,7-dichloro-2,3-di(furan-2-yl)quinoxaline

• 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: 6,7-dichloro-2,3-di(furan-2-yl)quinoxaline
• 英文别名: 6,7-Dichloro-2,3-bis(furan-2-yl)quinoxaline
• 化学式: C₁₆H₈Cl₂N₂O₂
• 分子量: 331.158
• InChiKey: GZZCHZRLFPLDFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,5-二氯-2-硝基苯胺 、 2,2'-联糠醛 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以75%的产率得到6,7-dichloro-2,3-di(furan-2-yl)quinoxaline
  参考文献：
  名称：

  NaOH-Mediated Direct Synthesis of Quinoxalines from o-Nitroanilines and Alcohols via a Hydrogen-Transfer Strategy

  摘要：

  A NaOH-mediated sustainable synthesis of functionalized quinoxalines is disclosed via redox condensation of o-nitroamines with diols and α-hydroxy ketones. Under optimized conditions, various o-nitroamines and alcohols are well tolerated to generate the desired products in 44-99% yields without transition metals and external redox additives.

  DOI：

  10.1021/acs.joc.0c02453

文献信息

• <scp>l</scp>-Proline mediated synthesis of quinoxalines; evaluation of cytotoxic and antimicrobial activity
  作者：Ahmed Kamal、Korrapati Suresh Babu、Shaikh Faazil、S. M. Ali Hussaini、Anver Basha Shaik

  DOI：10.1039/c4ra08615e

  日期：——

  A simple, greener and highly efficient method for the synthesis of functionalized quinoxalines has been developed employingl-proline as a catalyst in water. The newly synthesized quinoxaline–sulphonamide conjugates exhibited significant cytotoxic and antimicrobial activities.

  已开发出一种简单、更环保且高效的方法，利用l-脯氨酸作为水中催化剂合成官能化喹啉。新合成的喹啉-磺胺酰胺共轭物表现出显著的细胞毒性和抗微生物活性。
• ZnO-loaded mesoporous silica (KIT-6) as an efficient solid catalyst for production of various substituted quinoxalines
  作者：Oveisi Hamid、M. Adharvana Chari、Chi Van Nguyen、Jeffrey E. Chen、Saad M. Alshehri、Ekrem Yanmaz、Shahriar A. Hossain、Yusuke Yamauchi、Kevin C.-W. Wu

  DOI：10.1016/j.catcom.2016.10.026

  日期：2017.2

  Conventional homogeneous and microporous heterogeneous catalysts for quinoxalines production from diamines and diketones usually suffer from difficult separation or harsh reaction conditions. Here, we demonstrate the production of various substituted quinoxalines using ZnO nanoparticle-loaded, highly ordered, mesoporous silica KIT-6 materials as solid catalysts in room temperature. The results show

  由二胺和二酮生产喹喔啉的常规均相和微孔非均相催化剂通常遭受难以分离或苛刻的反应条件的困扰。在这里，我们演示了在室温下使用负载ZnO纳米颗粒的高度有序介孔二氧化硅KIT-6材料作为固体催化剂生产各种取代的喹喔啉的方法。结果表明，KIT-6-130-10Zn样品（在130°C时效并含有10 wt％的ZnO）有效地产生了高达99％的喹喔啉。我们认为，负载ZnO的KIT-6材料的性能增强是由于ZnO纳米颗粒的均匀分布以及KIT-6的高比表面积和大孔径所致。
• Visible light-induced metal-free synthesis of quinoxalines&#x0D; using Rose Bengal as a photocatalyst
  作者：Jeshma Kovvuri、Burri Nagaraju、Angajala Kishore Kumar

  DOI：10.24820/ark.5550190.p011.982

  日期：——
• NaOH-Mediated Direct Synthesis of Quinoxalines from <i>o</i>-Nitroanilines and Alcohols via a Hydrogen-Transfer Strategy
  作者：Yan-Bing Wang、Linlin Shi、Xiaojie Zhang、Lian-Rong Fu、Weinan Hu、Wenjing Zhang、Xinju Zhu、Xin-Qi Hao、Mao-Ping Song

  DOI：10.1021/acs.joc.0c02453

  日期：2021.1.1

  A NaOH-mediated sustainable synthesis of functionalized quinoxalines is disclosed via redox condensation of o-nitroamines with diols and α-hydroxy ketones. Under optimized conditions, various o-nitroamines and alcohols are well tolerated to generate the desired products in 44-99% yields without transition metals and external redox additives.