Ethyl 4-benzyl-1-(4-chlorobenzoyl)-1,3a-dihydropyrrolo[1,2-a]benzimidazole-3-carboxylate | 1423448-01-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Ethyl 4-benzyl-1-(4-chlorobenzoyl)-1,3a-dihydropyrrolo[1,2-a]benzimidazole-3-carboxylate
• 英文别名: ethyl 4-benzyl-1-(4-chlorobenzoyl)-1,3a-dihydropyrrolo[1,2-a]benzimidazole-3-carboxylate
• CAS: 1423448-01-4
• 化学式: C₂₇H₂₃ClN₂O₃
• 分子量: 458.944
• InChiKey: IMAAECWEWGBEKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 4-benzyl-1-(4-chlorobenzoyl)-1,3a-dihydropyrrolo[1,2-a]benzimidazole-3-carboxylate 以0.83 g的产率得到ethyl 1-(4-chlorobenzoyl)-4-benzyl-4H-pyrrolo[1,2-a]benzimidazole-3-carboxylate
  参考文献：
  名称：

  Unexpected formation of pyrrolo[1,2-a]quinoxaline derivatives during the multicomponent synthesis of pyrrolo[1,2-a]benzimidazoles

  摘要：

  New pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives are obtained via one-pot, three-component reactions from 1-benzylbenzimidazoles, alpha-bromocarbonyl compounds, and non-symmetrical activated acetylenic dipolarophiles in propylene oxide as both the reaction medium and acid scavenger, at room temperature. When the same reaction is performed in 1,2-epoxybutane at reflux temperature only the pyrrolo[1,2-a]benzimidazole derivative is obtained. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.036
• 作为产物：
  描述：

  1-benzyl-1H-benzo[d]imidazole 、 2'-溴-4-氯苯乙酮 、 丙炔酸乙酯 生成 Ethyl 4-benzyl-1-(4-chlorobenzoyl)-1,3a-dihydropyrrolo[1,2-a]benzimidazole-3-carboxylate
  参考文献：
  名称：

  Unexpected formation of pyrrolo[1,2-a]quinoxaline derivatives during the multicomponent synthesis of pyrrolo[1,2-a]benzimidazoles

  摘要：

  New pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives are obtained via one-pot, three-component reactions from 1-benzylbenzimidazoles, alpha-bromocarbonyl compounds, and non-symmetrical activated acetylenic dipolarophiles in propylene oxide as both the reaction medium and acid scavenger, at room temperature. When the same reaction is performed in 1,2-epoxybutane at reflux temperature only the pyrrolo[1,2-a]benzimidazole derivative is obtained. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.036

文献信息

• Unexpected formation of pyrrolo[1,2-a]quinoxaline derivatives during the multicomponent synthesis of pyrrolo[1,2-a]benzimidazoles
  作者：Alina Nicolescu、Calin Deleanu、Emilian Georgescu、Florentina Georgescu、Ana-Maria Iurascu、Sergiu Shova、Petru Filip

  DOI：10.1016/j.tetlet.2013.01.036

  日期：2013.3

  New pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives are obtained via one-pot, three-component reactions from 1-benzylbenzimidazoles, alpha-bromocarbonyl compounds, and non-symmetrical activated acetylenic dipolarophiles in propylene oxide as both the reaction medium and acid scavenger, at room temperature. When the same reaction is performed in 1,2-epoxybutane at reflux temperature only the pyrrolo[1,2-a]benzimidazole derivative is obtained. (C) 2013 Elsevier Ltd. All rights reserved.