2-(叠氮甲基)苯三氟硼酸钾

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(叠氮甲基)苯三氟硼酸钾
• 英文名称: potassium 2-(azidomethyl)phenyltrifluoroborate
• 英文别名: potassium;[2-(azidomethyl)phenyl]-trifluoroboranuide
• 化学式: C₇H₆BF₃N₃*K
• 分子量: 239.049
• InChiKey: AKJNDNIFSIXTBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.44
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(叠氮甲基)苯三氟硼酸钾 、 苯乙炔 在 copper(l) iodide 作用下， 以 氘代二甲亚砜 为溶剂， 反应 6.0h， 以33.1 mg的产率得到potassium 2-(4-phenyl-[1,2,3]-triazol-1-ylmethyl)phenyltrifluoroborate
  参考文献：
  名称：

  Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides

  摘要：

  We have successfully prepared potassium azidoalkyltrifluoroborates from the corresponding halogen compounds in 94 - 98% yields through a nucleophilic substitution reaction with NaN3. In the presence of various alkynes and Cu(I) as a catalyst, these azidotrifluoroborates easily formed 1,4-disubstituted organo-[1,2,3]-triazol-1-yl-trifluoroborates in 85-98% yields. This method was then developed into a facile one-pot synthesis for the preparation of various organo-[1,2,3]-triazol-1-yl-trifluoroborates using haloalkyltrifluoroborates as the starting materials.

  DOI：

  10.1021/ol060826r
• 作为产物：
  描述：

  邻碘氯苄 在 正丁基锂 、 sodium azide 、 硼酸三异丙酯 作用下， 以 四氢呋喃 、 氘代二甲亚砜 、 正己烷 为溶剂， 反应 2.5h， 生成 2-(叠氮甲基)苯三氟硼酸钾
  参考文献：
  名称：

  Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides

  摘要：

  We have successfully prepared potassium azidoalkyltrifluoroborates from the corresponding halogen compounds in 94 - 98% yields through a nucleophilic substitution reaction with NaN3. In the presence of various alkynes and Cu(I) as a catalyst, these azidotrifluoroborates easily formed 1,4-disubstituted organo-[1,2,3]-triazol-1-yl-trifluoroborates in 85-98% yields. This method was then developed into a facile one-pot synthesis for the preparation of various organo-[1,2,3]-triazol-1-yl-trifluoroborates using haloalkyltrifluoroborates as the starting materials.

  DOI：

  10.1021/ol060826r

文献信息

• Synthesis of Functionalized Organotrifluoroborates via the 1,3-Dipolar Cycloaddition of Azides
  作者：Gary A. Molander、Jungyeob Ham

  DOI：10.1021/ol060826r

  日期：2006.6.1

  We have successfully prepared potassium azidoalkyltrifluoroborates from the corresponding halogen compounds in 94 - 98% yields through a nucleophilic substitution reaction with NaN3. In the presence of various alkynes and Cu(I) as a catalyst, these azidotrifluoroborates easily formed 1,4-disubstituted organo-[1,2,3]-triazol-1-yl-trifluoroborates in 85-98% yields. This method was then developed into a facile one-pot synthesis for the preparation of various organo-[1,2,3]-triazol-1-yl-trifluoroborates using haloalkyltrifluoroborates as the starting materials.