2-[2-(4-methoxyphenyl)ethyl]-1,3,4-oxadiazole | 1380492-42-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[2-(4-methoxyphenyl)ethyl]-1,3,4-oxadiazole
• CAS: 1380492-42-1
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: SKPIVXUGCBAIAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[2-(4-methoxyphenyl)ethyl]-1,3,4-oxadiazole 、 苯胺 在 三氟乙酸吡啶 作用下， 反应 0.25h， 以65%的产率得到3-[2-(4-methoxyphenyl)ethyl]-4-phenyl-4H-1,2,4-triazole
  参考文献：
  名称：

  Tunable protic ionic liquids as solvent-catalysts for improved synthesis of multiply substituted 1,2,4-triazoles from oxadiazoles and organoamines

  摘要：

  More than green alternatives to traditional volatile molecular organic solvents, protic ionic liquids as dual solvent-catalysts have been successfully used to promote reactions of organoamines with oxadiazoles to afford sterically hindered 1,2,4-triazoles. Among the tested protic ionic liquids, pyridinium trifluoroacetate and acetate showed the highest efficiency for the reactions of arylamines and alkylamines, respectively, indicating that tunable catalysis could be readily effected with protic ionic liquid solvent-catalysts by simply tuning their cation and anion counterparts. A general and efficient approach has been developed for synthesis of multiply substituted 1,2,4-triazoles based on the tunable protic ionic liquid solvent-catalyst systems. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.114
• 作为产物：
  描述：

  3-(4-甲氧基苯基)丙酰肼 、 原甲酸三乙酯 在 对甲苯磺酸 作用下， 生成 2-[2-(4-methoxyphenyl)ethyl]-1,3,4-oxadiazole
  参考文献：
  名称：

  Tunable protic ionic liquids as solvent-catalysts for improved synthesis of multiply substituted 1,2,4-triazoles from oxadiazoles and organoamines

  摘要：

  More than green alternatives to traditional volatile molecular organic solvents, protic ionic liquids as dual solvent-catalysts have been successfully used to promote reactions of organoamines with oxadiazoles to afford sterically hindered 1,2,4-triazoles. Among the tested protic ionic liquids, pyridinium trifluoroacetate and acetate showed the highest efficiency for the reactions of arylamines and alkylamines, respectively, indicating that tunable catalysis could be readily effected with protic ionic liquid solvent-catalysts by simply tuning their cation and anion counterparts. A general and efficient approach has been developed for synthesis of multiply substituted 1,2,4-triazoles based on the tunable protic ionic liquid solvent-catalyst systems. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.114

文献信息

• C–H arylation of azaheterocycles: a direct ligand-free and Cu-catalyzed approach using diaryliodonium salts
  作者：Dalip Kumar、Meenakshi Pilania、V. Arun、Savita Pooniya

  DOI：10.1039/c4ob01061b

  日期：——

  An efficient and high yielding Cu-catalyzed direct C–H arylation of azaheterocycles including oxadiazoles, thiadiazoles, benzoxazoles and benzothiazoles has been achieved by employing easily accessible diaryliodonium salts.

  通过使用易于获得的二芳基碘盐，成功实现了一种高效且高产率的铜催化的直接C-H键芳基化反应，其中包括嘧啶、噻二唑、苯并噁唑和苯并噻唑等氮杂环化合物的合成。