potassium (4-methylphenyl)sulfonamidomethyltrifluoroborate | 1286686-19-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: potassium (4-methylphenyl)sulfonamidomethyltrifluoroborate
• 英文别名: potassium 4-methylphenylsulfonamidomethyltrifluoroborate；Potassium (4-methylphenylsulfonamido)methyltrifluoroborate；potassium;trifluoro-[[(4-methylphenyl)sulfonylamino]methyl]boranuide
• CAS: 1286686-19-8
• 化学式: C₈H₁₀BF₃NO₂S*K
• 分子量: 291.143
• InChiKey: LOZVLEXNDMFSRY-UHFFFAOYSA-N

物化性质

• 熔点：
  >240 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -1.34
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-氯苯甲醚 、 potassium (4-methylphenyl)sulfonamidomethyltrifluoroborate 在 双(乙腈)氯化钯(II) 、 caesium carbonate 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 水 、 叔丁醇 为溶剂， 以76%的产率得到N-(4-甲氧基苄基)-4-甲基苯磺酰胺
  参考文献：
  名称：

  Synthesis and Cross-Coupling of Sulfonamidomethyltrifluoroborates

  摘要：

  Sulfonamidomethyltrifluoroborates were successfully synthesized and cross-coupled with a wide range of aryl and heteroaryl chlorides, allowing the construction of a sulfonamidomethyl aryl linkage through a new disconnection, thus offering a new way to access such structurally interesting motifs.

  DOI：

  10.1021/ol200202g
• 作为产物：
  描述：

  对甲苯磺酰氯 在 potassium hydrogen bifluoride 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 6.25h， 生成 potassium (4-methylphenyl)sulfonamidomethyltrifluoroborate
  参考文献：
  名称：

  Synthesis and Cross-Coupling of Sulfonamidomethyltrifluoroborates

  摘要：

  Sulfonamidomethyltrifluoroborates were successfully synthesized and cross-coupled with a wide range of aryl and heteroaryl chlorides, allowing the construction of a sulfonamidomethyl aryl linkage through a new disconnection, thus offering a new way to access such structurally interesting motifs.

  DOI：

  10.1021/ol200202g

文献信息

• Hydroaminomethylation of Olefins with Aminomethyltrifluoroborate by Photoredox Catalysis
  作者：Kazuki Miyazawa、Takashi Koike、Munetaka Akita

  DOI：10.1002/adsc.201400556

  日期：2014.9.15

  A photocatalytic hydroaminomethylation of olefins with N‐protected aminomethyltrifluoroborates has been developed. This methodology provides a new strategy for the introduction of a primary aminomethyl group onto electron‐deficient CC bonds. This reaction constitutes a facile entry into synthetically useful γ‐aminobutyric acid (GABA) derivatives such as baclofen.

  已经开发了具有N保护的氨基甲基三氟硼酸酯的烯烃的光催化加氢氨基甲基化。这种方法学为将伯氨甲基基团引入缺电子的CC键提供了新的策略。该反应可轻松进入合成有用的γ-氨基丁酸（GABA）衍生物，如巴氯芬。
• Synthesis and Cross-Coupling of Sulfonamidomethyltrifluoroborates
  作者：Gary A. Molander、Nicolas Fleury-Brégeot、Marie-Aude Hiebel

  DOI：10.1021/ol200202g

  日期：2011.4.1

  Sulfonamidomethyltrifluoroborates were successfully synthesized and cross-coupled with a wide range of aryl and heteroaryl chlorides, allowing the construction of a sulfonamidomethyl aryl linkage through a new disconnection, thus offering a new way to access such structurally interesting motifs.