2-(5-trimethylsilanylethynyl-isoxazol-3-yl)-pyridine | 393165-19-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(5-trimethylsilanylethynyl-isoxazol-3-yl)-pyridine
• 英文别名: Pyridine, 2-[5-[(trimethylsilyl)ethynyl]-3-isoxazolyl]-；trimethyl-[2-(3-pyridin-2-yl-1,2-oxazol-5-yl)ethynyl]silane
• CAS: 393165-19-0
• 化学式: C₁₃H₁₄N₂OSi
• 分子量: 242.352
• InChiKey: MLHXRKSJOOSQAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-pyridin-2-aldoxime 在 bis-triphenylphosphine-palladium(II) chloride 、 氯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 2-(5-trimethylsilanylethynyl-isoxazol-3-yl)-pyridine
  参考文献：
  名称：

  Use of Iodoacetylene as a Dipolarphile in the Synthesis of 5-Iodoisoxazole Derivatives

  摘要：

  [GRAPHICS]Iodoacetylene 1 was prepared in situ from the reactions of ethynylmagnesium bromide or tributyl(ethynyl)tin with iodine. It was used as a dipolarphile in the [2 + 3] cyclization reaction with 1,3-dipolar nitrile oxide derivatives to produce 2-(5-iodolsoxazol-3-yl)pyridine 2 and 3-(4-fluorophenyl)-5-iodoisoxazole 8 in good yield (70-90%). Subsequently, several 5-substituted isoxazole derivatives 3 were obtained by Pd-catalyzed reactions.

  DOI：

  10.1021/ol0168162

文献信息

• Use of Iodoacetylene as a Dipolarphile in the Synthesis of 5-Iodoisoxazole Derivatives
  作者：Yi-Yin Ku、Tim Grieme、Padam Sharma、Yu-Ming Pu、Prasad Raje、Howard Morton、Steve King

  DOI：10.1021/ol0168162

  日期：2001.12.1

  [GRAPHICS]Iodoacetylene 1 was prepared in situ from the reactions of ethynylmagnesium bromide or tributyl(ethynyl)tin with iodine. It was used as a dipolarphile in the [2 + 3] cyclization reaction with 1,3-dipolar nitrile oxide derivatives to produce 2-(5-iodolsoxazol-3-yl)pyridine 2 and 3-(4-fluorophenyl)-5-iodoisoxazole 8 in good yield (70-90%). Subsequently, several 5-substituted isoxazole derivatives 3 were obtained by Pd-catalyzed reactions.