2-(3-methylbenzyl)-5-phenyl-2H-tetrazole

• 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: 2-(3-methylbenzyl)-5-phenyl-2H-tetrazole
• 英文别名: 2-[(3-Methylphenyl)methyl]-5-phenyltetrazole；2-[(3-methylphenyl)methyl]-5-phenyltetrazole
• 化学式: C₁₅H₁₄N₄
• 分子量: 250.303
• InChiKey: FHQJJMLLISMSOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间二甲苯 、 5-苯基四氮唑 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62%的产率得到2-(3-methylbenzyl)-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

• 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.