2-(2,2-dimethylethenyl)-5-(3-methyl-5-isoxazolyl)oxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2,2-dimethylethenyl)-5-(3-methyl-5-isoxazolyl)oxazole
• 英文别名: 3-Methyl-5-[2-(2-methylprop-1-enyl)-1,3-oxazol-5-yl]-1,2-oxazole
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: AOTCEQKRFUIRAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲基异恶唑-5-甲醛 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 2-(2,2-dimethylethenyl)-5-(3-methyl-5-isoxazolyl)oxazole
  参考文献：
  名称：

  2-Metallated Oxazoles; pKa Dependent Deuterations, NMR Studies and Palladium Catalysed Coupling.

  摘要：

  Deuteration experiments on 2-lithiated oxazoles show a pKa dependent regioselectivity suggesting that the ring cleaved tautomer dominates the equilibrium. Transmetallation to the zinc derivative gives a species which behaves as a C2 ring closed nucleophile as judged by deuteration and palladium catalysed coupling experiments. These conclusions are supported by nmr spectroscopy studies of the metallated species.

  DOI：

  10.1016/0040-4020(95)00498-w

文献信息

• 2-Metallated Oxazoles; pKa Dependent Deuterations, NMR Studies and Palladium Catalysed Coupling.
  作者：Eleanor Crowe、Frank Hossner、Mark J. Hughes

  DOI：10.1016/0040-4020(95)00498-w

  日期：1995.8

  Deuteration experiments on 2-lithiated oxazoles show a pKa dependent regioselectivity suggesting that the ring cleaved tautomer dominates the equilibrium. Transmetallation to the zinc derivative gives a species which behaves as a C2 ring closed nucleophile as judged by deuteration and palladium catalysed coupling experiments. These conclusions are supported by nmr spectroscopy studies of the metallated species.