4-(N-methyl-N-(naphthalen-2-yl)amino)butan-2-one | 1255789-32-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(N-methyl-N-(naphthalen-2-yl)amino)butan-2-one
• 英文别名: 4-[Methyl(naphthalen-2-yl)amino]butan-2-one；4-[methyl(naphthalen-2-yl)amino]butan-2-one
• CAS: 1255789-32-2
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: DOVAMRZTKAGYTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N-二甲基-2-萘胺 、 丙酮 在 叔丁基过氧化氢 、 pyrrolidinium benzoate 、 copper(I) bromide 作用下， 以 甲醇 、 癸烷 为溶剂， 反应 8.0h， 以55%的产率得到4-(N-methyl-N-(naphthalen-2-yl)amino)butan-2-one
  参考文献：
  名称：

  Copper-Catalyzed Cross Dehydrogenative Coupling Reactions of Tertiary Amines with Ketones or Indoles

  摘要：

  A novel cross dehydrogenative coupling (CDC) reaction of N,N-dimethylanilines with methyl ketones by cooperative copper and aminocatalysis has been developed, which leads to the formation of beta-arylamino ketones in 42-73% yields. Moreover, the copper-catalyzed alkylation of free (NH) indoles with N,N-dimethylanilines via CDC reaction is also presented, affording alkylated indoles in 52-78% yields.

  DOI：

  10.1021/ol102252n

文献信息

• Copper-Catalyzed Cross Dehydrogenative Coupling Reactions of Tertiary Amines with Ketones or Indoles
  作者：Fei Yang、Jian Li、Jin Xie、Zhi-Zhen Huang

  DOI：10.1021/ol102252n

  日期：2010.11.19

  A novel cross dehydrogenative coupling (CDC) reaction of N,N-dimethylanilines with methyl ketones by cooperative copper and aminocatalysis has been developed, which leads to the formation of beta-arylamino ketones in 42-73% yields. Moreover, the copper-catalyzed alkylation of free (NH) indoles with N,N-dimethylanilines via CDC reaction is also presented, affording alkylated indoles in 52-78% yields.