2-(4-fluorobenzyl)-5-phenyl-2H-tetrazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-fluorobenzyl)-5-phenyl-2H-tetrazole
• 英文别名: 2-[(4-Fluorophenyl)methyl]-5-phenyltetrazole
• 化学式: C₁₄H₁₁FN₄
• 分子量: 254.267
• InChiKey: VIDAFAVQGIUUNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-苯基四氮唑 、 对氟甲苯 在 叔丁基过氧化氢 、 四丁基碘化铵 作用下， 以 水 为溶剂， 反应 12.0h， 以90%的产率得到2-(4-fluorobenzyl)-5-phenyl-2H-tetrazole
  参考文献：
  名称：

  Transition-Metal-Free Direct Alkylation of Aryl Tetrazoles via Intermolecular Oxidative C–N Formation

  摘要：

  A transition-metal-free synthetic approach for constructing alkylated aryl tetrazoles has been developed using n-Bu4NI as the catalyst and t-BuOOH as the oxidant. It involves the direct C-N bond formation through sp(3) C-H activation. A wide range of benzylic C-H substrates (or alkyl ethers) and aryl tetrazoles undergo this reaction smoothly to deliver the corresponding products in good yields.

  DOI：

  10.1021/jo502283h

文献信息

• Coupling of <i>N</i> ‐Tosylhydrazones with Tetrazoles: A Regioselective Synthesis of 2,5‐Disubstituted‐2 <i>H</i> ‐Tetrazoles
  作者：Tímea Kaszás、Bence Szakács、Éva Juhász‐Tóth、Ivett Cservenyák、Tamara Kovács、László Juhász、László Somsák、Marietta Tóth

  DOI：10.1002/ejoc.202201103

  日期：2022.11.11

  A new regioselective synthesis of 2,5-disubstituted-2H-tetrazoles is reported by C−N coupling of N-tosylhydrazones and tetrazoles in the presence of different bases under thermic activation conditions with excellent functional group tolerance.

  报道了一种新的区域选择性合成 2,5-二取代-2 H-四唑的方法，该方法是在具有优异官能团耐受性的热活化条件下，在不同碱存在下，通过 N-甲苯磺酰腙和四唑的C-N 偶联。
• Transition-Metal-Free Direct Alkylation of Aryl Tetrazoles via Intermolecular Oxidative C–N Formation
  作者：Liang Wang、Kaiqiang Zhu、Qun Chen、Mingyang He

  DOI：10.1021/jo502283h

  日期：2014.12.5

  A transition-metal-free synthetic approach for constructing alkylated aryl tetrazoles has been developed using n-Bu4NI as the catalyst and t-BuOOH as the oxidant. It involves the direct C-N bond formation through sp(3) C-H activation. A wide range of benzylic C-H substrates (or alkyl ethers) and aryl tetrazoles undergo this reaction smoothly to deliver the corresponding products in good yields.