4-acetyl-1-(2,6-difluorobenzyl)-5-methyl-1H-1,2,3-triazole | 1596118-87-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-acetyl-1-(2,6-difluorobenzyl)-5-methyl-1H-1,2,3-triazole
• 英文别名: 1-[1-[(2,6-Difluorophenyl)methyl]-5-methyltriazol-4-yl]ethanone
• CAS: 1596118-87-4
• 化学式: C₁₂H₁₁F₂N₃O
• 分子量: 251.236
• InChiKey: VPWJHCORTAZQFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-acetyl-1-(2,6-difluorobenzyl)-5-methyl-1H-1,2,3-triazole 、 tribromoalumane;tris(prop-2-enyl)alumane 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-(1-(2,6-difluorobenzyl)-5-methyl-1H-1,2,3-triazolo-4-yl)pent-4-en-2-ol
  参考文献：
  名称：

  Organoallylaluminum reagents promote easy access to trihalomethyl triazolyl homoallylic alcohols analogous to rufinamide

  摘要：

  The results of allylation reactions employing allylaluminum reagents are described for 5-substituted (2,6-difluorobenzyl)-4-trifluoro(chloro)acetyl-1H-1,2,3-triazoles (1), in which the 5-substituents are H, Me, and Ph. The allylating reagents were generated in situ by the catalytic insertion of aluminum into allyl and crotyl bromides (2), in order to furnish a new series of twelve trihalomethyl triazolyl homoallylic alcohols (3) at yields of up to 94%. The excellent reactivity of these organoallyl reagents is highlighted as an economical alternative to the indium-mediated reactions to produce homoallylic alcohols, which are important building blocks in organic synthesis. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.091
• 作为产物：
  描述：

  2-(叠氮甲基)-1,3-二氟苯 、 乙酰丙酮 在 alkaline carbonates 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以85%的产率得到4-acetyl-1-(2,6-difluorobenzyl)-5-methyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Organoallylaluminum reagents promote easy access to trihalomethyl triazolyl homoallylic alcohols analogous to rufinamide

  摘要：

  The results of allylation reactions employing allylaluminum reagents are described for 5-substituted (2,6-difluorobenzyl)-4-trifluoro(chloro)acetyl-1H-1,2,3-triazoles (1), in which the 5-substituents are H, Me, and Ph. The allylating reagents were generated in situ by the catalytic insertion of aluminum into allyl and crotyl bromides (2), in order to furnish a new series of twelve trihalomethyl triazolyl homoallylic alcohols (3) at yields of up to 94%. The excellent reactivity of these organoallyl reagents is highlighted as an economical alternative to the indium-mediated reactions to produce homoallylic alcohols, which are important building blocks in organic synthesis. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.091