potassium 4-(1H-pyrrol-1-yl)phenethyltrifluoroborate | 1086975-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: potassium 4-(1H-pyrrol-1-yl)phenethyltrifluoroborate
• CAS: 1086975-16-7
• 化学式: C₁₂H₁₂BF₃N*K
• 分子量: 277.138
• InChiKey: BYAMZRSPRPGFNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-(4-氯苯基)吡咯 、 乙烯三氟硼酸钾 在 palladium diacetate 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到potassium 4-(1H-pyrrol-1-yl)phenethyltrifluoroborate
  参考文献：
  名称：

  Orthogonal Reactivity in Boryl-Substituted Organotrifluoroborates

  摘要：

  A method was developed for the hydroboration of alkenyl-containing organotrifluoroborates to generate dibora intermediates. The reactivity differences between organotrifluoroborates and trialkylboranes facilitated the cross-coupling of the borane moiety of these intermediates in a highly chemoselective fashion with aryl halides, leaving the trifluoroborate intact for subsequent transformation. A one-pot hydroboration/two-directional cross-coupling sequence was also demonstrated, providing the fully elaborated products in good yields. These conditions were also amenable in the cross-coupling of trialkylboranes to halo-containing organotrifluoroborates. The stability of the trifluoroborate moiety to these conditions allows simple and efficient strategies for complex molecule construction.

  DOI：

  10.1021/ja807076d