1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl trifluoromethanesulfonate | 1180009-35-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl trifluoromethanesulfonate
• 英文别名: (2-Acetyl-3-phenyl-3,4-dihydropyrazol-5-yl) trifluoromethanesulfonate
• CAS: 1180009-35-1
• 化学式: C₁₂H₁₁F₃N₂O₄S
• 分子量: 336.292
• InChiKey: ZVMVJIVNPYLVBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  84.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl trifluoromethanesulfonate 、 三丁基(1-乙氧基乙烯)锡 在 四(三苯基膦)钯 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以82%的产率得到1-acetyl-3-(1-ethoxyvinyl)-5-phenyl-4,5-dihydro-1H-pyrazole
  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：

  三氟甲磺酸酐 、 1-acetyl-5-phenylpyrazolidin-3-one 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以94%的产率得到1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl trifluoromethanesulfonate
  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.