potassium (6-(4-(1H-pyrrol-1-yl)phenyl)hexyloxy)methyltrifluoroborate | 1086975-20-3

• 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 (6-(4-(1H-pyrrol-1-yl)phenyl)hexyloxy)methyltrifluoroborate
• CAS: 1086975-20-3
• 化学式: C₁₇H₂₂BF₃NO*K
• 分子量: 363.272
• InChiKey: MTEQQFZBNBTBLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.99
• 重原子数：
  24.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  14.16
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-(4-氯苯基)吡咯 、 potassium (hex-5-enyloxy)methyltrifluoroborate 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65%的产率得到potassium (6-(4-(1H-pyrrol-1-yl)phenyl)hexyloxy)methyltrifluoroborate
  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