(2-Fluorophenyl)-(2-phenyldiazenylphenyl)methanone | 1421276-29-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: (2-Fluorophenyl)-(2-phenyldiazenylphenyl)methanone
• CAS: 1421276-29-0
• 化学式: C₁₉H₁₃FN₂O
• 分子量: 304.323
• InChiKey: QJEBEDQZPKFVEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-Fluorophenyl)-(2-phenyldiazenylphenyl)methanone 在 甲醇 、 氯化铵 、 锌 作用下， 反应 0.08h， 以99%的产率得到3-(2-fluorophenyl)-2-phenyl-2H-indazole
  参考文献：
  名称：

  Direct Access to Acylated Azobenzenes via Pd-Catalyzed C–H Functionalization and Further Transformation into an Indazole Backbone

  摘要：

  Azobenzenes were readily acylated at the 2-position through a Pd-catalyzed C-H functionalization from simple aromatic azo compounds and aldehydes in good yields. The obtained acylated azobenzenes could be efficiently converted into the corresponding indazole derivatives in nearly quantitative yields.

  DOI：

  10.1021/ol303434n
• 作为产物：
  描述：

  苯胺 在 叔丁基过氧化氢 、 palladium diacetate 、 copper(I) bromide 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 生成 (2-Fluorophenyl)-(2-phenyldiazenylphenyl)methanone
  参考文献：
  名称：

  Direct Access to Acylated Azobenzenes via Pd-Catalyzed C–H Functionalization and Further Transformation into an Indazole Backbone

  摘要：

  Azobenzenes were readily acylated at the 2-position through a Pd-catalyzed C-H functionalization from simple aromatic azo compounds and aldehydes in good yields. The obtained acylated azobenzenes could be efficiently converted into the corresponding indazole derivatives in nearly quantitative yields.

  DOI：

  10.1021/ol303434n

文献信息

• A Highly Efficient Palladium-Catalyzed Decarboxylative<i>ortho</i>-Acylation of Azobenzenes with α-Oxocarboxylic Acids: Direct Access to Acylated Azo Compounds
  作者：Hongji Li、Pinhua Li、Hui Tan、Lei Wang

  DOI：10.1002/chem.201301818

  日期：2013.10.18

  Avoiding additives: A highly efficient and mild Pd‐catalyzed decarboxylative ortho‐acylation of azobenzenes with α‐oxocarboxylic acids was developed that provides an alternative route to acylated azo compounds. This decarboxylative acylation process was completed in the absence of any additives at ambient temperature, to afford the acylated azobenzenes in moderate to good yields (see scheme).

  避免添加剂：A高效和温和的Pd-催化的脱羧邻用α-氧代羧酸偶氮苯的酰化的开发，提供了酰化的偶氮化合物的替代路线。在环境温度下在不存在任何添加剂的情况下完成该脱羧酰化过程，以中等至良好的产率得到酰化的偶氮苯（参见方案）。