(4S)-4-(4-fluorophenyl)-4,5-dihydropyrrolo[1,2-a]quinoxaline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (4S)-4-(4-fluorophenyl)-4,5-dihydropyrrolo[1,2-a]quinoxaline
• 化学式: C₁₇H₁₃FN₂
• 分子量: 264.302
• InChiKey: PYPCUNOPNIQIMC-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(2-氨基苯基)吡咯 、 对氟苯甲醛 在 C₄₉H₃₇F₃NO₅PS 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以64%的产率得到
  参考文献：
  名称：

  Stereocontrolled construction of 4,5-dihydropyrrolo[1,2-a]quinoxaline scaffolds via chiral phosphoramidate catalyzed Pictet–Spengler-type reaction

  摘要：

  An efficient catalytic asymmetric synthesis of 4,5-dihydropyrrolo[1,2-a]quinoxalines has been developed on the basis of the Pictet-Spengler-type condensation of 1-(2-aminophenyl)pyrrole with a wide range of aldehydes. Structurally diverse 4,5-dihydropyrrolo[1,2-a]quinoxaline derivatives were obtained from 1-(2-aminophenyl)pyrrole and both aromatic and aliphatic aldehydes in good yields with moderate to good enantioselectivities upon treatment with chiral phosphoramidate catalyst IVb. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2016.01.006

文献信息

• Stereocontrolled construction of 4,5-dihydropyrrolo[1,2-a]quinoxaline scaffolds via chiral phosphoramidate catalyzed Pictet–Spengler-type reaction
  作者：Yuehua Wang、Liying Cui、Youming Wang、Zhenghong Zhou

  DOI：10.1016/j.tetasy.2016.01.006

  日期：2016.2

  An efficient catalytic asymmetric synthesis of 4,5-dihydropyrrolo[1,2-a]quinoxalines has been developed on the basis of the Pictet-Spengler-type condensation of 1-(2-aminophenyl)pyrrole with a wide range of aldehydes. Structurally diverse 4,5-dihydropyrrolo[1,2-a]quinoxaline derivatives were obtained from 1-(2-aminophenyl)pyrrole and both aromatic and aliphatic aldehydes in good yields with moderate to good enantioselectivities upon treatment with chiral phosphoramidate catalyst IVb. (C) 2016 Elsevier Ltd. All rights reserved.