methyl 5-(trifluoromethyl)-3-(3-fluorophenyl)-3H-1,2,3-triazole-4-carboxylate | 1354013-87-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 5-(trifluoromethyl)-3-(3-fluorophenyl)-3H-1,2,3-triazole-4-carboxylate
• 英文别名: Methyl 3-(3-fluorophenyl)-5-(trifluoromethyl)triazole-4-carboxylate
• CAS: 1354013-87-8
• 化学式: C₁₁H₇F₄N₃O₂
• 分子量: 289.189
• InChiKey: NTURCHCTSDCFMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1-叠氮基-3-氟苯 、 4,4,4-三氟巴豆酸甲酯 以 叔丁醇 为溶剂， 反应 16.0h， 生成 methyl 5-(trifluoromethyl)-3-(3-fluorophenyl)-3H-1,2,3-triazole-4-carboxylate 、 methyl 5-(trifluoromethyl)-1-(3-fluorophenyl)-1H-1,2,3-triazole-4-carboxylate
  参考文献：
  名称：

  Scope and regioselectivity of the 1,3-dipolar cycloaddition of azides with methyl 2-perfluoroalkynoates for an easy, metal-free route to perfluoroalkylated 1,2,3-triazoles

  摘要：

  1,3-Dipolar cycloadditions of methyl 2-perfluoroalkynoates with various azides have been examined, leading to a simple metal-free synthetic protocol for the synthesis of perfluoroalkylated 1,2,3-triazoles. The regiochemical results demonstrated that the cycloaddition was controlled by FMO (the frontier molecular obitals) interaction and steric hindrance in transition states. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.09.009

文献信息

• Scope and regioselectivity of the 1,3-dipolar cycloaddition of azides with methyl 2-perfluoroalkynoates for an easy, metal-free route to perfluoroalkylated 1,2,3-triazoles
  作者：Jiamei Wei、Jie Chen、Jiechao Xu、Long Cao、Hongmei Deng、Weihua Sheng、Hui Zhang、Weiguo Cao

  DOI：10.1016/j.jfluchem.2011.09.009

  日期：2012.1

  1,3-Dipolar cycloadditions of methyl 2-perfluoroalkynoates with various azides have been examined, leading to a simple metal-free synthetic protocol for the synthesis of perfluoroalkylated 1,2,3-triazoles. The regiochemical results demonstrated that the cycloaddition was controlled by FMO (the frontier molecular obitals) interaction and steric hindrance in transition states. (C) 2011 Elsevier B.V. All rights reserved.