N,N-diethyl-2-{(4-trifluoromethyl)phenyl}benzofuran-3-amine | 1286763-70-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: N,N-diethyl-2-{(4-trifluoromethyl)phenyl}benzofuran-3-amine
• CAS: 1286763-70-9
• 化学式: C₁₉H₁₈F₃NO
• 分子量: 333.353
• InChiKey: SLAASBQZPLDBEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  16.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-((4-(trifluoromethyl)phenyl)ethynyl)phenol 、 二乙氨基苯甲酸盐 在 copper(II) bis(trifluoromethanesulfonate) 、 lithium tert-butoxide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 4.0h， 以50%的产率得到N,N-diethyl-2-{(4-trifluoromethyl)phenyl}benzofuran-3-amine
  参考文献：
  名称：

  Copper-Catalyzed Annulative Amination of ortho-Alkynylphenols with Hydroxylamines: Synthesis of 3-Aminobenzofurans by Umpolung Amination Strategy

  摘要：

  A room temperature copper-catalyzed annulative amination of ortho-alkynylphenols with electrophilic amination reagents, O-acylated hydroxylamines, proceeds efficiently to provide the corresponding 3-aminobenzofurans of biological and pharmaceutical interest.

  DOI：

  10.1021/ol200651r

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.