N,N-diethyl-1-methanesulfonyl-2-(1-naphthyl)indol-3-amine | 1351667-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N-diethyl-1-methanesulfonyl-2-(1-naphthyl)indol-3-amine
• 英文别名: N,N-diethyl-1-methylsulfonyl-2-naphthalen-1-ylindol-3-amine
• CAS: 1351667-47-4
• 化学式: C₂₃H₂₄N₂O₂S
• 分子量: 392.522
• InChiKey: NTZBGDZXONDZHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  50.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二乙氨基苯甲酸盐 、 在 copper(II) bis(trifluoromethanesulfonate) 、 lithium tert-butoxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到N,N-diethyl-1-methanesulfonyl-2-(1-naphthyl)indol-3-amine
  参考文献：
  名称：

  An Annulative Electrophilic Amination Approach to 3-Aminobenzoheteroles

  摘要：

  A copper-catalyzed annulative amination approach to 3-aminobenzofurans and -indoles from o-alkynylphenols and -anilines has been developed. The Cu-based catalysis is based on an umpolung, electrophilic amination with O-benzoyl hydroxylamines and enables the mild and convergent synthesis of various 3-aminobenzoheteroles of biological and pharmaceutical interest. Some mechanistic investigations and an application of this protocol to construction of more complex tricyclic framework are also described.

  DOI：

  10.1021/jo202207s

文献信息

• An Annulative Electrophilic Amination Approach to 3-Aminobenzoheteroles
  作者：Naoki Matsuda、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/jo202207s

  日期：2012.1.6

  A copper-catalyzed annulative amination approach to 3-aminobenzofurans and -indoles from o-alkynylphenols and -anilines has been developed. The Cu-based catalysis is based on an umpolung, electrophilic amination with O-benzoyl hydroxylamines and enables the mild and convergent synthesis of various 3-aminobenzoheteroles of biological and pharmaceutical interest. Some mechanistic investigations and an application of this protocol to construction of more complex tricyclic framework are also described.