1-(3,4-dichlorophenyl)-N-phenylmethanimine oxide | 609818-13-5

• 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-(3,4-dichlorophenyl)-N-phenylmethanimine oxide
• CAS: 609818-13-5
• 化学式: C₁₃H₉Cl₂NO
• 分子量: 266.127
• InChiKey: SXMQICZAXVOGSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  对甲苯磺酰叠氮 、 1-(3,4-dichlorophenyl)-N-phenylmethanimine oxide 、 苯乙炔 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-(3,4-dichlorophenyl)-1,5-diphenyl-3-tosylimidazolidin-4-one 、 2-(3,4-dichlorophenyl)-1,5-diphenyl-3-tosylimidazolidin-4-one
  参考文献：
  名称：

  Copper(I)-Catalyzed Three Component Reaction of Sulfonyl Azide, Alkyne, and Nitrone Cycloaddition/Rearrangement Cascades: A Novel One-Step Synthesis of Imidazolidin-4-ones

  摘要：

  A novel one-pot azide-alkyne/ketenimine-nitrone cycloaddition sequence that is induced by copper(I) and allows the transformation of sulfonyl azides, alkynes, and nitrones to highly substituted imidazolidin-4-ones is described. The corresponding heterogeneous version utilizing Cu(I)-modified zeolites as recyclable heterogeneous catalysts shows marginally improved yield and diastereoselectivity.

  DOI：

  10.1021/ol202164x
• 作为产物：
  描述：

  苯基羟胺 、 3,4-二氯苯甲醛 以 乙醇 为溶剂， 生成 1-(3,4-dichlorophenyl)-N-phenylmethanimine oxide
  参考文献：
  名称：

  Copper(I)-Catalyzed Three Component Reaction of Sulfonyl Azide, Alkyne, and Nitrone Cycloaddition/Rearrangement Cascades: A Novel One-Step Synthesis of Imidazolidin-4-ones

  摘要：

  A novel one-pot azide-alkyne/ketenimine-nitrone cycloaddition sequence that is induced by copper(I) and allows the transformation of sulfonyl azides, alkynes, and nitrones to highly substituted imidazolidin-4-ones is described. The corresponding heterogeneous version utilizing Cu(I)-modified zeolites as recyclable heterogeneous catalysts shows marginally improved yield and diastereoselectivity.

  DOI：

  10.1021/ol202164x