potassium 2-(4-(4-(1H-pyrrol-1-yl)phenyl)butyl)phenyltriflurorborate | 1086975-10-1

• 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 2-(4-(4-(1H-pyrrol-1-yl)phenyl)butyl)phenyltriflurorborate
• CAS: 1086975-10-1
• 化学式: C₂₀H₂₀BF₃N*K
• 分子量: 381.29
• InChiKey: OIVBQOZDVODRKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  26.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 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 、 potassium 2-(but-3-enyl)phenyltrifluoroborate 在 9-borabicyclo[3.3.1]nonane dimer 、 potassium fluoride 、 palladium diacetate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以70%的产率得到potassium 2-(4-(4-(1H-pyrrol-1-yl)phenyl)butyl)phenyltriflurorborate
  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