N-methyl-N-naphthalen-2-yl-4-nitrobenzamide | 1328584-61-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-methyl-N-naphthalen-2-yl-4-nitrobenzamide
• CAS: 1328584-61-7
• 化学式: C₁₈H₁₄N₂O₃
• 分子量: 306.321
• InChiKey: KHKNOYXCBQYMQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-N-naphthalen-2-yl-4-nitrobenzamide 在 ferrous(II) sulfate heptahydrate 、 水 作用下， 以 甲醇 、 硝基甲烷 为溶剂， 反应 0.69h， 生成
  参考文献：
  名称：

  高价碘（III）介导的芳胺氧化脱芳香化环化

  摘要：

  AbstractAn oxidative dearomatizing cyclization of arylamines promoted by iodobenzene bis(trifluoroacetate) [PhI(CF3CO2)2] has been explored, leading to a novel synthetic approach to functionalized spirocyclic building blocks containing the structurally unique dieniminium moiety. This unprecedented methodology, featuring oxidative dearomatization and carbon‐carbon bond‐forming cyclization, to some extent, not only expands the synthetic potential of hypervalent iodine chemistry, but also enriches the oxidation chemistry of arylamines.magnified image

  DOI：

  10.1002/adsc.201400191
• 作为产物：
  描述：

  对硝基苯甲酸 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 生成 N-methyl-N-naphthalen-2-yl-4-nitrobenzamide
  参考文献：
  名称：

  高价碘（III）介导的芳胺氧化脱芳香化环化

  摘要：

  AbstractAn oxidative dearomatizing cyclization of arylamines promoted by iodobenzene bis(trifluoroacetate) [PhI(CF3CO2)2] has been explored, leading to a novel synthetic approach to functionalized spirocyclic building blocks containing the structurally unique dieniminium moiety. This unprecedented methodology, featuring oxidative dearomatization and carbon‐carbon bond‐forming cyclization, to some extent, not only expands the synthetic potential of hypervalent iodine chemistry, but also enriches the oxidation chemistry of arylamines.magnified image

  DOI：

  10.1002/adsc.201400191

文献信息

• Hypervalent Iodine(III)-Mediated Oxidative Dearomatizing Cyclization of Arylamines
  作者：Cong-Yang Jin、Ji-Yuan Du、Chao Zeng、Xian-He Zhao、Ye-Xing Cao、Xiang-Zhi Zhang、Xin-Yun Lu、Chun-An Fan

  DOI：10.1002/adsc.201400191

  日期：2014.8.11

  AbstractAn oxidative dearomatizing cyclization of arylamines promoted by iodobenzene bis(trifluoroacetate) [PhI(CF3CO2)2] has been explored, leading to a novel synthetic approach to functionalized spirocyclic building blocks containing the structurally unique dieniminium moiety. This unprecedented methodology, featuring oxidative dearomatization and carbon‐carbon bond‐forming cyclization, to some extent, not only expands the synthetic potential of hypervalent iodine chemistry, but also enriches the oxidation chemistry of arylamines.magnified image