2,6-dimethyl-4-(3-(4-nitrophenyl)-2H-indazol-2-yl)phenol | 1431708-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,6-dimethyl-4-(3-(4-nitrophenyl)-2H-indazol-2-yl)phenol
• 英文别名: 2,6-Dimethyl-4-[3-(4-nitrophenyl)indazol-2-yl]phenol；2,6-dimethyl-4-[3-(4-nitrophenyl)indazol-2-yl]phenol
• CAS: 1431708-90-5
• 化学式: C₂₁H₁₇N₃O₃
• 分子量: 359.384
• InChiKey: YJLBCYSFXFQUFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  83.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,6-dimethyl-4-(3-(4-nitrophenyl)-2H-indazol-2-yl)phenol 在 ammonium cerium (IV) nitrate 作用下， 以 甲醇 为溶剂， 反应 0.42h， 以89%的产率得到3-(4-nitrophenyl)-1H-indazole
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Indazole Synthesis by C–H Bond Functionalization and Cyclative Capture

  摘要：

  An efficient, one-step, and highly functional group-compatible synthesis of substituted N-aryl-2H-indazoles is reported via the rhodium(III)-catalyzed C-H bond addition of azobenzenes to aldehydes. The regioselective coupling of unsymmetrical azobenzenes was further demonstrated and led to the development of a new removable aryl group that allows for the preparation of indazoles without N-substitution. The 2-aryl-2H-indazole products also represent a new class of readily prepared fluorophores for which initial spectroscopic characterization has been performed.

  DOI：

  10.1021/ja402761p
• 作为产物：
  描述：

  2,6-二甲基苯酚 在 盐酸 、 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 magnesium sulfate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 30.34h， 生成 2,6-dimethyl-4-(3-(4-nitrophenyl)-2H-indazol-2-yl)phenol
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Indazole Synthesis by C–H Bond Functionalization and Cyclative Capture

  摘要：

  An efficient, one-step, and highly functional group-compatible synthesis of substituted N-aryl-2H-indazoles is reported via the rhodium(III)-catalyzed C-H bond addition of azobenzenes to aldehydes. The regioselective coupling of unsymmetrical azobenzenes was further demonstrated and led to the development of a new removable aryl group that allows for the preparation of indazoles without N-substitution. The 2-aryl-2H-indazole products also represent a new class of readily prepared fluorophores for which initial spectroscopic characterization has been performed.

  DOI：

  10.1021/ja402761p