8-fluoro-11-phenyl-5H-dibenzo[b,e][1,4]diazepine | 1447840-08-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 8-fluoro-11-phenyl-5H-dibenzo[b,e][1,4]diazepine
• CAS: 1447840-08-5
• 化学式: C₁₉H₁₃FN₂
• 分子量: 288.324
• InChiKey: PGKPTMBISBHGCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-溴-5-氟硝基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium 10% on activated carbon 、 氢气 、 caesium carbonate 、 对甲苯磺酸 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 18.58h， 生成 8-fluoro-11-phenyl-5H-dibenzo[b,e][1,4]diazepine
  参考文献：
  名称：

  An efficient synthesis of substituted 1,4-diazepines by a Pd catalyzed amination and sequential hydrogenation condensation

  摘要：

  An efficient synthesis of substituted 1,4-diazepines is developed. The accessible intermediates have been obtained via Pd-catalyzed amination. The subsequent hydrogenation and intramolecular condensation sequences could be conducted successively in one pot without special operation. The mild and general strategy enables the synthesis of various substituted 1,4-diazepines in high yields. (C) 2013 Da-Li Yin. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.04.028

文献信息

• Synthesis of Riboflavines, Quinoxalinones and Benzodiazepines through Chemoselective Flow Based Hydrogenations
  作者：Marcus Baumann、Ian Baxendale、Christian Hornung、Steven Ley、Maria Rojo、Kimberley Roper

  DOI：10.3390/molecules19079736

  日期：——

  Robust chemical routes towards valuable bioactive entities such as riboflavines, quinoxalinones and benzodiazepines are described. These make use of modern flow hydrogenation protocols enabling the chemoselective reduction of nitro group containing building blocks in order to rapidly generate the desired amine intermediates in situ. In order to exploit the benefits of continuous processing the individual steps were transformed into a telescoped flow process delivering selected benzodiazepine products on scales of 50 mmol and 120 mmol respectively.

  描述了通向有价值的生物活性实体（如核黄素、喹唑啉酮和苯二氮卓）的稳健化学路线。这些路线利用现代流动加氢协议，能够对含有硝基的构筑块进行化学选择性的还原，从而迅速在原位生成所需的胺中间体。为了利用连续加工的优势，各个步骤被转化为一个串联流动过程，分别以50毫摩尔和120毫摩尔的规模生产选定的苯二氮卓产品。