1-Methyl-4-(tributylstannyl)pyridinium tosylate

• 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: 1-Methyl-4-(tributylstannyl)pyridinium tosylate
• 英文别名: 4-Methylbenzenesulfonate;tributyl-(1-methylpyridin-1-ium-4-yl)stannane
• 化学式: C₇H₇O₃S*C₁₈H₃₄NSn
• 分子量: 554.381
• InChiKey: JCBWQRXCWCHSJC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-溴异喹啉 、 1-Methyl-4-(tributylstannyl)pyridinium tosylate 在 1,2-二(二苯基膦基)乙烷二氯化钯(II) 作用下， 以 甲苯 为溶剂， 反应 30.0h， 生成 1-Methyl-4-(4-isoquinolinyl)pyridinium tosylate
  参考文献：
  名称：

  A General Method of Synthesis of Regiospecifically N-Oxidized or N-Quaternized Polyazines by Palladium-Catalyzed Cross-Coupling of N-Oxidized or N-Quaternized Hetaryl Stannanes

  摘要：

  N-Oxides of tributylstannylated pyridine, quinoline, and isoquinoline and tributylstannylated N-methiodides of pyridine and quinoline were readily prepared, many for the first time. In the presence of a palladium catalyst these materials were cross-coupled to various chloro, bromo, and iodo hetaryl halides to give polyazines having the N-functional group placed unequivocally in eleven different polycyclic ring systems. The use of tosylate as a counterion with quaternized salts minimized decomposition of the stannane.

  DOI：

  10.1021/jo00116a040