1-acetyl-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate | 1180009-38-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: 1-acetyl-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
• 英文别名: [2-Acetyl-3-(4-nitrophenyl)-3,4-dihydropyrazol-5-yl] 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
• CAS: 1180009-38-4
• 化学式: C₁₅H₁₀F₉N₃O₆S
• 分子量: 531.313
• InChiKey: JONNEIOCHDOYLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  130
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  1-acetyl-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 、 3-吡啶硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 0.17h， 以92%的产率得到3-[1-acetyl-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl]pyridine
  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：

  1-acetyl-5-(4-nitrophenyl)pyrazolidin-3-one 、 九氟丁基磺酸酐 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到1-acetyl-5-(4-nitrophenyl)-4,5-dihydro-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
  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.