5-(4-甲氧苯基)吡唑烷-3-酮 | 90918-33-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 5-(4-甲氧苯基)吡唑烷-3-酮
• 英文名称: 3-p-Methoxyphenyl-5-pyrazolon
• 英文别名: 5-(4-methoxyphenyl)pyrazolidin-3-one
• CAS: 90918-33-5
• 化学式: C₁₀H₁₂N₂O₂
• mdl: MFCD19691779
• 分子量: 192.217
• InChiKey: KEZKHFASBRGVMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 5-(4-甲氧苯基)吡唑烷-3-酮 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以91%的产率得到1-acetyl-5-(4-methoxyphenyl)pyrazolidin-3-one
  参考文献：
  名称：

  A Divergent Approach to the Synthesis of 3-Substituted-2-pyrazolines: Suzuki Cross-Coupling of 3-Sulfonyloxy-2-pyrazolines

  摘要：

  The efficient Suzuki cross-coupling of pyrazoline nonaflates with organoboron reagents was achieved to afford diverse 3-substituted-2-pyrazolines in excellent yield. The nonaflates displayed improved reactivity over the corresponding triflates and smoothly coupled to a variety of aryl- and heteroarylboronic acids. This process and its broad scope constitute a rapid, divergent strategy for the synthesis of elaborated 2-pyrazolines that are not readily obtained via conventional methods.

  DOI：

  10.1021/jo9011859
• 作为产物：
  描述：

  对甲氧基肉桂酸乙酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 以54%的产率得到5-(4-甲氧苯基)吡唑烷-3-酮
  参考文献：
  名称：

  A Divergent Approach to the Synthesis of 3-Substituted-2-pyrazolines: Suzuki Cross-Coupling of 3-Sulfonyloxy-2-pyrazolines

  摘要：

  The efficient Suzuki cross-coupling of pyrazoline nonaflates with organoboron reagents was achieved to afford diverse 3-substituted-2-pyrazolines in excellent yield. The nonaflates displayed improved reactivity over the corresponding triflates and smoothly coupled to a variety of aryl- and heteroarylboronic acids. This process and its broad scope constitute a rapid, divergent strategy for the synthesis of elaborated 2-pyrazolines that are not readily obtained via conventional methods.

  DOI：

  10.1021/jo9011859

文献信息

• A Divergent Approach to the Synthesis of 3-Substituted-2-pyrazolines: Suzuki Cross-Coupling of 3-Sulfonyloxy-2-pyrazolines
  作者：Jonathan B. Grimm、Kevin J. Wilson、David J. Witter

  DOI：10.1021/jo9011859

  日期：2009.8.21

  The efficient Suzuki cross-coupling of pyrazoline nonaflates with organoboron reagents was achieved to afford diverse 3-substituted-2-pyrazolines in excellent yield. The nonaflates displayed improved reactivity over the corresponding triflates and smoothly coupled to a variety of aryl- and heteroarylboronic acids. This process and its broad scope constitute a rapid, divergent strategy for the synthesis of elaborated 2-pyrazolines that are not readily obtained via conventional methods.