N-(2-methoxyphenyl)-3-amino-3-(pentafluorophenyl)-1-phenylprop-1-yne

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: N-(2-methoxyphenyl)-3-amino-3-(pentafluorophenyl)-1-phenylprop-1-yne
• 英文别名: 2-methoxy-N-[1-(2,3,4,5,6-pentafluorophenyl)-3-phenylprop-2-ynyl]aniline
• 化学式: C₂₂H₁₄F₅NO
• 分子量: 403.351
• InChiKey: YYMLOTQKJFCCSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  五氟苯甲醛 、 邻甲氧基苯胺 、 苯乙炔 在 Dimethylzinc 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以63%的产率得到N-(2-methoxyphenyl)-3-amino-3-(pentafluorophenyl)-1-phenylprop-1-yne
  参考文献：
  名称：

  Dimethylzinc-Mediated Alkynylation of Imines

  摘要：

  [GRAPHICS]The treatment of various aromatic and aliphatic aldimines with a mixture of a terminal alkyne and a commercially available dimethylzinc solution in toluene yields the corresponding protected propargylic amines in moderate to excellent yields. The reaction proceeds in the absence of any activator. These observations led to the development of a three-component synthesis of propargylic amines in which the product was obtained upon mixing an aldehyde with ortho-methoxyaniline and phenylacetylene in the presence of dimethylzinc, through in situ formation of the corresponding imine.

  DOI：

  10.1021/jo052273o

文献信息

• Dimethylzinc-Mediated Alkynylation of Imines
  作者：Lorenzo Zani、Silvia Alesi、Pier Giorgio Cozzi、Carsten Bolm

  DOI：10.1021/jo052273o

  日期：2006.2.1

  [GRAPHICS]The treatment of various aromatic and aliphatic aldimines with a mixture of a terminal alkyne and a commercially available dimethylzinc solution in toluene yields the corresponding protected propargylic amines in moderate to excellent yields. The reaction proceeds in the absence of any activator. These observations led to the development of a three-component synthesis of propargylic amines in which the product was obtained upon mixing an aldehyde with ortho-methoxyaniline and phenylacetylene in the presence of dimethylzinc, through in situ formation of the corresponding imine.