2-(1-(2-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethanol | 1160926-66-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1-(2-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethanol
• 英文别名: 2-[1-(2-Nitrophenyl)triazol-4-yl]ethanol
• CAS: 1160926-66-8
• 化学式: C₁₀H₁₀N₄O₃
• 分子量: 234.214
• InChiKey: OUCYOIKEERCLGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  96.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-氟-2-硝基苯 、 3-丁炔-1-醇 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium carbonate 、 sodium ascorbate 、 L-脯氨酸 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 24.0h， 以71%的产率得到2-(1-(2-nitrophenyl)-1H-1,2,3-triazol-4-yl)ethanol
  参考文献：
  名称：

  A Cu(I)-promoted one-pot ‘SNAr–click reaction’ of fluoronitrobenzenes

  摘要：

  A one-pot two-step sequence involving a nucleophilic aromatic substitution (SNAF) of activated fluorobenzenes with azide nucleophile and in situ Huisgen cycloaddition of the resulting aryl azides with alkynes has been developed for a rapid access to 1,4-substituted triazoles. Control experiments revealed that both the steps are catalyzed by Cu(I) and also the course of reaction as SNAr followed by [3+2]-cycloaddition. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.035

文献信息

• A Cu(I)-promoted one-pot ‘SNAr–click reaction’ of fluoronitrobenzenes
  作者：Kulbhushan A. Dururgkar、Rajesh G. Gonnade、C.V. Ramana

  DOI：10.1016/j.tet.2009.03.035

  日期：2009.5

  A one-pot two-step sequence involving a nucleophilic aromatic substitution (SNAF) of activated fluorobenzenes with azide nucleophile and in situ Huisgen cycloaddition of the resulting aryl azides with alkynes has been developed for a rapid access to 1,4-substituted triazoles. Control experiments revealed that both the steps are catalyzed by Cu(I) and also the course of reaction as SNAr followed by [3+2]-cycloaddition. (C) 2009 Elsevier Ltd. All rights reserved.