2-(1-(2,6-difluorobenzyl)-5-methyl-1H-1,2,3-triazolo-4-yl)-1,1,1-trifluoropent-4-en-2-ol | 1596118-93-2

• 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-(1-(2,6-difluorobenzyl)-5-methyl-1H-1,2,3-triazolo-4-yl)-1,1,1-trifluoropent-4-en-2-ol
• 英文别名: 2-[1-[(2,6-Difluorophenyl)methyl]-5-methyltriazol-4-yl]-1,1,1-trifluoropent-4-en-2-ol
• CAS: 1596118-93-2
• 化学式: C₁₅H₁₄F₅N₃O
• 分子量: 347.288
• InChiKey: JQRYPLOYQUQRMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-trifluoroacetyl-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)-1,1,1-trifluoropent-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