5-(4-bromo-phenyl)-3-methyl-1-phenyl-1H-pyrazole | 90296-69-8

• 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-(4-bromo-phenyl)-3-methyl-1-phenyl-1H-pyrazole
• 英文别名: 5-(4-bromophenyl)-3-methyl-1-phenyl-1H-pyrazole；5-(4-Bromophenyl)-3-methyl-1-phenylpyrazole
• CAS: 90296-69-8
• 化学式: C₁₆H₁₃BrN₂
• 分子量: 313.197
• InChiKey: RKMKINJGGAURHF-UHFFFAOYSA-N

物化性质

• 沸点：
  422.9±30.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-(p-Bromphenyl)-but-3-en-2-on Phenylhydrazon 在 ferric(III) bromide 、 氧气 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以90%的产率得到5-(4-bromo-phenyl)-3-methyl-1-phenyl-1H-pyrazole
  参考文献：
  名称：

  Synthesis of 1H-Indazoles and 1H-Pyrazoles via FeBr₃/O₂ Mediated Intramolecular C–H Amination

  摘要：

  A new synthesis of substituted 1H-indazoles and 1H-pyrazoles from arylhydrazones via FeBr3/O-2 mediated C-H activation/C-N bond formation reactions is reported. The corresponding 1,3-diaryl-substituted indazoles and trisubstituted pyrazoles were obtained in moderate to excellent yields under mild conditions.

  DOI：

  10.1021/jo3026862

文献信息

• A Novel Synthesis of Fluorinated Pyrazoles via Gold(I)-Catalyzed Tandem Aminofluorination of Alkynes in the Presence of Selectfluor
  作者：Jianqiang Qian、Yunkui Liu、Jie Zhu、Bo Jiang、Zhenyuan Xu

  DOI：10.1021/ol201555z

  日期：2011.8.19

  A mild and efficient protocol for the synthesis of fluorinated pyrazoles has been developed via gold(I)-catalyzed tandem aminofluorination of alkynes in the presence of Selectfluor. This method offers a broad substrate scope.

  在Selectfluor的存在下，通过金（I）催化的炔烃的串联氨基氟化，已经开发了一种温和而有效的合成氟化吡唑的方案。该方法提供了广泛的基材范围。
• Synthesis of Functionalized Pyrazoles via Vanadium-Catalyzed C–N Dehydrogenative Cross-Coupling and Fluorescence Switch-On Sensing of BSA Protein
  作者：Dinabandhu Sar、Raghunath Bag、Afsana Yashmeen、Subhendu Sekhar Bag、Tharmalingam Punniyamurthy

  DOI：10.1021/acs.orglett.5b02669

  日期：2015.11.6

  Vanadium-catalyzed C-N dehydrogenative cross-coupling of alkenyl hydrazones leading to functionalized pyrazoles is described in a 1:1 mixture of toluene/H2O using air as the terminal oxidant. Significant practical features include use of the commercial nontoxic VOSO4 as a recyclable catalyst, mild reaction conditions, scalability, and the broad substrate scope. Some of the product pyrazoles exhibit interesting photophysical properties. Fluorescence light-up sensing of BSA protein by one of the pyrazoles is also highlighted.