methyl 1-[(3-fluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 1-[(3-fluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylate
• 英文别名: methyl 1-[(3-fluorophenyl)methyl]triazole-4-carboxylate
• 化学式: C₁₁H₁₀FN₃O₂
• 分子量: 235.218
• InChiKey: QROVHDFKNROHKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  4
• 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：
  5

反应信息

• 作为产物：
  描述：

  1-(叠氮基甲基)-3-氟苯 、 2,3-二溴丙酸甲酯 在 bismuth(III) chloride 、 sodium acetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以73%的产率得到methyl 1-[(3-fluorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylate
  参考文献：
  名称：

  Catalytic Cyclization of 2,3-Dibromopropionates with Benzyl Azides to Afford 1-Benzyl-1,2,3-triazole-4-carboxylate: The Use of a Nontoxic Bismuth Catalyst

  摘要：

  We synthesized 1,2,3-triazoles via the cyclization of 2,3-dibromopropionates with benzyl azides. Bismuth chloride is an efficient catalyst, and the reaction is accelerated by weak bases such as sodium acetate. A variety of functional groups are compatible with this catalytic protocol, and it takes advantage of oxygen stable catalyst and substrates because the reactive dibromides are saturated.

  DOI：

  10.3987/com-15-13371

文献信息

• Catalytic Cyclization of 2,3-Dibromopropionates with Benzyl Azides to Afford 1-Benzyl-1,2,3-triazole-4-carboxylate: The Use of a Nontoxic Bismuth Catalyst
  作者：Hong-bin Sun、Dong Li、Weiping Xie、Xinlin Deng

  DOI：10.3987/com-15-13371

  日期：——

  We synthesized 1,2,3-triazoles via the cyclization of 2,3-dibromopropionates with benzyl azides. Bismuth chloride is an efficient catalyst, and the reaction is accelerated by weak bases such as sodium acetate. A variety of functional groups are compatible with this catalytic protocol, and it takes advantage of oxygen stable catalyst and substrates because the reactive dibromides are saturated.