2-phenyl-2H-indazole-6-carbonitrile | 1610368-36-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenyl-2H-indazole-6-carbonitrile
• 英文别名: 2-Phenylindazole-6-carbonitrile；2-phenylindazole-6-carbonitrile
• CAS: 1610368-36-9
• 化学式: C₁₄H₉N₃
• 分子量: 219.246
• InChiKey: FETFWECOJFDPKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 三丁基膦 作用下， 以 异丙醇 为溶剂， 反应 16.0h， 以272 mg的产率得到2-phenyl-2H-indazole-6-carbonitrile
  参考文献：
  名称：

  Regioselective Synthesis of 2H-Indazoles Using a Mild, One-Pot Condensation–Cadogan Reductive Cyclization

  摘要：

  An operationally simple and efficient one-pot synthesis of 2H-indazoles from commercially available reagents is reported. Ortho-imino-nitrobenzene substrates, generated via condensation, undergo reductive cyclization promoted by tri-n-butylphosophine to afford substituted 2H-indazoles under mild reaction conditions. A variety of electronically diverse ortho-nitrobenzaldehydes and anilines were examined. To further extend the scope of the transformation, aliphatic amines were also employed to form N2-alkyl indazoles selectively under the optimized reaction conditions.

  DOI：

  10.1021/ol5012423