2-(p-acetylphenyl)-5,6-dihydro-4H-1,3-oxazine

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(p-acetylphenyl)-5,6-dihydro-4H-1,3-oxazine
• 英文别名: 1-[4-(5,6-dihydro-4H-1,3-oxazin-2-yl)phenyl]ethanone
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: CXBQOQRDMFWTIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-叠氮基丙醇 、 4-乙酰苯甲醛 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到2-(p-acetylphenyl)-5,6-dihydro-4H-1,3-oxazine
  参考文献：
  名称：

  One-Step Conversion of Aldehydes to Oxazolines and 5,6-Dihydro-4H-1,3-oxazines Using 1,2- and 1,3-Azido Alcohols

  摘要：

  The reactions of 1,2- and 1,3-hydroxy azides with aldehydes under acidic conditions were examined. A variety of Lewis acids were examined, of which BF3 . OEt(2) was found the most convenient. Trimethylsilyl ether derivatives of the alcohols could also be reacted using trimethylsilyl triflate as the promoter. Twenty-five examples that proceed in moderate to quantitative yields are reported.

  DOI：

  10.1021/jo9521256

文献信息

• A General and Efficient Palladium-Catalyzed Carbonylative Synthesis of 2-Aryloxazolines and 2-Aryloxazines from Aryl Bromides
  作者：Xiao-Feng Wu、Helfried Neumann、Stephan Neumann、Matthias Beller

  DOI：10.1002/chem.201202652

  日期：2012.10.22

  Oxazoline is OK! A general and efficient method for the synthesis of oxazolines has been developed (see scheme). This allowed the preparation of 27 five‐membered‐ring heterocycles and 11 six‐membered‐ring heterocycles in moderate to good yields.

  恶唑啉还可以！已经开发了一种合成恶唑啉的通用有效方法（参见方案）。这允许以中等至良好的产率制备27个五元环杂环和11个六元环杂环。
• One-Step Conversion of Aldehydes to Oxazolines and 5,6-Dihydro-4<i>H</i>-1,3-oxazines Using 1,2- and 1,3-Azido Alcohols
  作者：Jennifer G. Badiang、Jeffrey Aubé

  DOI：10.1021/jo9521256

  日期：1996.1.1

  The reactions of 1,2- and 1,3-hydroxy azides with aldehydes under acidic conditions were examined. A variety of Lewis acids were examined, of which BF3 . OEt(2) was found the most convenient. Trimethylsilyl ether derivatives of the alcohols could also be reacted using trimethylsilyl triflate as the promoter. Twenty-five examples that proceed in moderate to quantitative yields are reported.