4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzonitrile | 1180009-49-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzonitrile
• 英文别名: 4-(2-Acetyl-3-phenyl-3,4-dihydropyrazol-5-yl)benzonitrile
• CAS: 1180009-49-7
• 化学式: C₁₈H₁₅N₃O
• 分子量: 289.337
• InChiKey: NTRSODCNXBWCNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 、 4-氰基苯硼酸 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93%的产率得到4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)benzonitrile
  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

• Amine‐functionalized nano‐NaY zeolite for the synthesis of <i>N</i> ‐acetyl pyrazoles and dihydropyrimidines
  作者：Raheleh Razavian Mofrad、Hassan Kabirifard、Mahmood Tajbakhsh、Ghasem Firouzzadeh Pasha

  DOI：10.1002/aoc.6383

  日期：2021.11

  An efficient base-catalyzed synthesis of dihydropyrimidines and N-acetyl pyrazoles is reported using 1-(2-aminoethyl)piperazine-modified nano-NaY zeolite (ZeSi–AP) under mild and green conditions. The structure of the catalyst was identified by using FT-IR, XRD, TGA, DTA, DLS, SEM, TEM, and elemental analyses. This heterogeneous catalyst has many benefits, such as a simple work-up procedure, high product

  据报道，在温和和绿色条件下，使用 1-（2-氨基乙基）哌嗪改性的纳米 NaY 沸石（ZeSi-AP）有效地碱催化合成二氢嘧啶和N-乙酰基吡唑。通过使用FT-IR、XRD、TGA、DTA、DLS、SEM、TEM和元素分析确定了催化剂的结构。这种非均相催化剂具有许多优点，例如后处理程序简单，产品收率高，并且易于再生和重复使用至少四个循环而不会失去其活性。
• 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.