N-(2-((4-chlorophenyl)ethynyl)phenyl)methanesulfonamide | 1351667-33-8

• 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: N-(2-((4-chlorophenyl)ethynyl)phenyl)methanesulfonamide
• CAS: 1351667-33-8
• 化学式: C₁₅H₁₂ClNO₂S
• 分子量: 305.785
• InChiKey: GCZWVOJPDTUIHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  二乙氨基苯甲酸盐 、 N-(2-((4-chlorophenyl)ethynyl)phenyl)methanesulfonamide 在 copper(II) bis(trifluoromethanesulfonate) 、 lithium tert-butoxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以44%的产率得到2-(4-chlorophenyl)-N,N-diethyl-1-(methanesulfonyl)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
• 作为产物：
  描述：

  4-氯苯乙炔 、 2-碘苯胺 生成 N-(2-((4-chlorophenyl)ethynyl)phenyl)methanesulfonamide
  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