2-butyl-5-methoxy-2H-indazole | 1356401-93-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 2-butyl-5-methoxy-2H-indazole
• 英文别名: 2-Butyl-5-methoxyindazole；2-butyl-5-methoxyindazole
• CAS: 1356401-93-8
• 化学式: C₁₂H₁₆N₂O
• 分子量: 204.272
• InChiKey: JRJSXHJDAJVVRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-甲氧基-2-硝基苯甲醛 在 三丁基膦 作用下， 以 异丙醇 为溶剂， 反应 20.0h， 生成 2-butyl-5-methoxy-2H-indazole
  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

文献信息

• Ionic diamine rhodium complex catalyzed reductive N-heterocyclization of N-(2-nitroarylidene)amines
  作者：Kazumi Okuro、Joanna Gurnham、Howard Alper

  DOI：10.1016/j.tetlet.2011.11.101

  日期：2012.2

  Ionic diamine rhodium complexes catalyze the reductive N-heterocyclization of N-(2-nitroarylidene)amines under carbon monoxide to afford the corresponding 2H-indazoles in up to 75% yields.

  离子二胺铑配合物在一氧化碳下催化N-（2-硝基亚芳基）胺的还原性N-杂环化，以高达75％的产率提供相应的2 H-吲唑。
• Regioselective Synthesis of 2<i>H</i>-Indazoles Using a Mild, One-Pot Condensation–Cadogan Reductive Cyclization
  作者：Nathan E. Genung、Liuqing Wei、Gary E. Aspnes

  DOI：10.1021/ol5012423

  日期：2014.6.6

  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.