5-sec-butyl-3-methyl-1-phenyl-1H-pyrazole

• 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-sec-butyl-3-methyl-1-phenyl-1H-pyrazole
• 英文别名: 5-Butan-2-yl-3-methyl-1-phenylpyrazole
• 化学式: C₁₄H₁₈N₂
• 分子量: 214.31
• InChiKey: AACZXCUCKUWZLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  (E)-4-secbutylbut-3-en-2-one 、 苯肼,盐酸盐 在 氧气 、 sodium acetate 、 oxovanadium(IV) sulfate 作用下， 以 水 、 甲苯 为溶剂， 反应 20.0h， 以58%的产率得到5-sec-butyl-3-methyl-1-phenyl-1H-pyrazole
  参考文献：
  名称：

  Synthesis of Functionalized Pyrazoles via Vanadium-Catalyzed C–N Dehydrogenative Cross-Coupling and Fluorescence Switch-On Sensing of BSA Protein

  摘要：

  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.

  DOI：

  10.1021/acs.orglett.5b02669

文献信息

• 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.