5-(3-(trifluoromethyl)phenyl)-4-nitro-1-phenethyl-1H-pyrazole | 1584233-62-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(3-(trifluoromethyl)phenyl)-4-nitro-1-phenethyl-1H-pyrazole
• 英文别名: 4-nitro-1-(2-phenylethyl)-5-[3-(trifluoromethyl)phenyl]-1H-pyrazole；4-Nitro-1-(2-phenylethyl)-5-[3-(trifluoromethyl)phenyl]pyrazole；4-nitro-1-(2-phenylethyl)-5-[3-(trifluoromethyl)phenyl]pyrazole
• CAS: 1584233-62-4
• 化学式: C₁₈H₁₄F₃N₃O₂
• 分子量: 361.323
• InChiKey: ROHQWYLPUFRKJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙基溴苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 三甲基乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 5-(3-(trifluoromethyl)phenyl)-4-nitro-1-phenethyl-1H-pyrazole
  参考文献：
  名称：

  Regioselective and Guided C–H Activation of 4-Nitropyrazoles

  摘要：

  A divergent and regioselective approach to 5-aryl-4-nitro-1H-pyrazoles was developed by guided transition-metal-catalyzed arylation of 4-nitro-1H-pyrazoles. This method provides a convenient tool for the functionalization of the pharmacologically relevant pyrazole scaffold. The scope and limitations of the methodology were studied.

  DOI：

  10.1021/jo4025418

文献信息

• Palladium Catalyzed Arylation and Benzylation of Nitroarenes Using Aryl Sulfonates and Benzyl Acetates
  作者：Zubaoyi Yi、Yodit Aschenaki、Ryan Daley、Stephen Davick、Abigail Schnaith、Rylee Wander、Dipannita Kalyani

  DOI：10.1021/acs.joc.7b00550

  日期：2017.7.7

  Pd-catalyzed arylation or benzylation of nitroazoles using aryl sulfonates or benzyl acetates is described. Electronically varied aryl tosylates and mesylates, as well as benzyl acetates, afford the arylated and benzylated products. Arylation of nitrobenzene is also reported. The relative rate for the arylation of halides is greater than that of tosylates using the reported reaction parameters. These studies enhance the scope of electrophiles for nitroarene arylations and benzylations, which was hitherto limited to the use of halide electrophiles.
• Regioselective and Guided C–H Activation of 4-Nitropyrazoles
  作者：Viktor O. Iaroshenko、Ashot Gevorgyan、Olena Davydova、Alexander Villinger、Peter Langer

  DOI：10.1021/jo4025418

  日期：2014.4.4

  A divergent and regioselective approach to 5-aryl-4-nitro-1H-pyrazoles was developed by guided transition-metal-catalyzed arylation of 4-nitro-1H-pyrazoles. This method provides a convenient tool for the functionalization of the pharmacologically relevant pyrazole scaffold. The scope and limitations of the methodology were studied.