sodium 2-(pyridin-3-yloxy)acetate | 1551327-92-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: sodium 2-(pyridin-3-yloxy)acetate
• 英文别名: sodium;2-pyridin-3-yloxyacetate
• CAS: 1551327-92-4
• 化学式: C₇H₆NO₃*Na
• 分子量: 175.119
• InChiKey: XVSMXVKIJCJKCJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.79
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  62.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  sodium 2-(pyridin-3-yloxy)acetate 在 tris(bipyridine)ruthenium(II) dichloride hexahydrate 、 Selectfluor 作用下， 以 水 、 乙腈 为溶剂， 反应 1.0h， 以38%的产率得到3-(fluoromethoxy)pyridine
  参考文献：
  名称：

  Direct C–F Bond Formation Using Photoredox Catalysis

  摘要：

  We have developed the first example of a photoredox catalytic method for the formation of carbon-fluorine (C-F) bonds. The mechanism has been studied using transient absorption spectroscopy and involves a key single-electron transfer from the (MLCT)-M-3 (triplet metal-to-ligand charge transfer) state of Ru(bpy)(3)(2+) to Selectfluor. Not only does this represent a new reaction for photoredox catalysis, but the mild reaction conditions and use of visible light also make it a practical improvement over previously developed UV-mediated decarboxylative fluorinations.

  DOI：

  10.1021/ja412083f
• 作为产物：
  描述：

  3-吡啶基氧乙酸乙酯 在 sodium hydroxide 作用下， 以97%的产率得到sodium 2-(pyridin-3-yloxy)acetate
  参考文献：
  名称：

  Direct C–F Bond Formation Using Photoredox Catalysis

  摘要：

  We have developed the first example of a photoredox catalytic method for the formation of carbon-fluorine (C-F) bonds. The mechanism has been studied using transient absorption spectroscopy and involves a key single-electron transfer from the (MLCT)-M-3 (triplet metal-to-ligand charge transfer) state of Ru(bpy)(3)(2+) to Selectfluor. Not only does this represent a new reaction for photoredox catalysis, but the mild reaction conditions and use of visible light also make it a practical improvement over previously developed UV-mediated decarboxylative fluorinations.

  DOI：

  10.1021/ja412083f

文献信息

• Direct C–F Bond Formation Using Photoredox Catalysis
  作者：Montserrat Rueda-Becerril、Olivier Mahé、Myriam Drouin、Marek B. Majewski、Julian G. West、Michael O. Wolf、Glenn M. Sammis、Jean-François Paquin

  DOI：10.1021/ja412083f

  日期：2014.2.12

  We have developed the first example of a photoredox catalytic method for the formation of carbon-fluorine (C-F) bonds. The mechanism has been studied using transient absorption spectroscopy and involves a key single-electron transfer from the (MLCT)-M-3 (triplet metal-to-ligand charge transfer) state of Ru(bpy)(3)(2+) to Selectfluor. Not only does this represent a new reaction for photoredox catalysis, but the mild reaction conditions and use of visible light also make it a practical improvement over previously developed UV-mediated decarboxylative fluorinations.