N-benzyloxycarbonyl-(E)-4-(2-aminophenyl)-1-(naphthalen-2-yl)-2-en-1-one | 1447138-08-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-benzyloxycarbonyl-(E)-4-(2-aminophenyl)-1-(naphthalen-2-yl)-2-en-1-one
• CAS: 1447138-08-0
• 化学式: C₂₈H₂₃NO₃
• 分子量: 421.496
• InChiKey: YOHREOYPVRIRLD-LZYBPNLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.57
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-benzyloxycarbonyl-(E)-4-(2-aminophenyl)-1-(naphthalen-2-yl)-2-en-1-one 在 N-[3,5-双(三氟甲基)苯基]-N'-[(9R)-6'-甲氧基辛可宁-9-基]脲 作用下， 以 均三甲苯 为溶剂， 反应 24.0h， 以88%的产率得到
  参考文献：
  名称：

  Asymmetric Indoline Synthesis via Intramolecular Aza-Michael Addition Mediated by Bifunctional Organocatalysts

  摘要：

  A novel method for the asymmetric synthesis of 2-substituted indolines, employing bifunctional amino(thio)urea catalysts, was developed. The reaction proceeded via an intramolecular aza-Michael addition mediated by activation through hydrogen bonding. The catalytic process was shown to be highly versatile and applicable to a wide range of substrates due to the flexible catalytic mechanism utilizing a noncovalent interaction.

  DOI：

  10.1021/ol401538b
• 作为产物：
  描述：

  2-allyl-phenylamine 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 四丁基溴化铵 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 N-benzyloxycarbonyl-(E)-4-(2-aminophenyl)-1-(naphthalen-2-yl)-2-en-1-one
  参考文献：
  名称：

  Asymmetric Indoline Synthesis via Intramolecular Aza-Michael Addition Mediated by Bifunctional Organocatalysts

  摘要：

  A novel method for the asymmetric synthesis of 2-substituted indolines, employing bifunctional amino(thio)urea catalysts, was developed. The reaction proceeded via an intramolecular aza-Michael addition mediated by activation through hydrogen bonding. The catalytic process was shown to be highly versatile and applicable to a wide range of substrates due to the flexible catalytic mechanism utilizing a noncovalent interaction.

  DOI：

  10.1021/ol401538b