2,3-bis-(4-fluorophenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-6-ol | 1430820-76-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,3-bis-(4-fluorophenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-6-ol
• 英文别名: 2,3-bis(4-fluorophenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-6-ol
• CAS: 1430820-76-0
• 化学式: C₁₈H₁₄F₂N₂O
• 分子量: 312.319
• InChiKey: CQHSPHDRRABPRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4'-二氟苯偶酰 、 4-hydroxyproline 在 ammonium acetate 作用下， 反应 0.25h， 以43%的产率得到2,3-bis-(4-fluorophenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-6-ol
  参考文献：
  名称：

  Microwave assisted synthesis of 2,3-diaryl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles through direct condensation of aryl 1,2-diketones and l-proline under solvent-free condition

  摘要：

  Microwave irradiation of a solid mixture of aryl 1,2-diketones, L-proline, and ammonium acetate (excess) for 15 min produces 2,3-diaryl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles in moderate yields. Mechanistically this one-pot three-component reaction generates pyrroloimidazoles through the intramolecular cyclization of 1,2-diimine intermediates derived from the condensation of aryl 1,2-diketones, L-proline, and ammonia in 1:1:1 molar proportion. The significant advantages of this methodology are cost-effectiveness, operational simplicity, and reduced reaction time. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.017

文献信息

• Microwave assisted synthesis of 2,3-diaryl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles through direct condensation of aryl 1,2-diketones and l-proline under solvent-free condition
  作者：Subhendu Maity、Sudipta Pathak、Animesh Pramanik

  DOI：10.1016/j.tetlet.2013.03.017

  日期：2013.5

  Microwave irradiation of a solid mixture of aryl 1,2-diketones, L-proline, and ammonium acetate (excess) for 15 min produces 2,3-diaryl-6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles in moderate yields. Mechanistically this one-pot three-component reaction generates pyrroloimidazoles through the intramolecular cyclization of 1,2-diimine intermediates derived from the condensation of aryl 1,2-diketones, L-proline, and ammonia in 1:1:1 molar proportion. The significant advantages of this methodology are cost-effectiveness, operational simplicity, and reduced reaction time. (C) 2013 Elsevier Ltd. All rights reserved.