7,7-dimethyl-4-(2-nitrophenyl)-1-phenyl-3,4,7,8-tetrahydroquinoline-2,5(1H,6H)-dione | 1225448-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7,7-dimethyl-4-(2-nitrophenyl)-1-phenyl-3,4,7,8-tetrahydroquinoline-2,5(1H,6H)-dione
• 英文别名: 7,7-dimethyl-4-(2-nitrophenyl)-1-phenyl-4,6,7,8-tetrahydroquinoline-2,5(1H,3H)-dione；7,7-Dimethyl-4-(2-nitrophenyl)-1-phenyl-3,4,6,8-tetrahydroquinoline-2,5-dione；7,7-dimethyl-4-(2-nitrophenyl)-1-phenyl-3,4,6,8-tetrahydroquinoline-2,5-dione
• CAS: 1225448-41-8
• 化学式: C₂₃H₂₂N₂O₄
• 分子量: 390.439
• InChiKey: SVJZNSOFDNDMRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-苯胺基-5,5-二甲基环己-2-烯-1-酮 、 2-Bromo-3-(2-nitrophenyl)-2-propenal 在 caesium carbonate 、 1,3-双(2,4,6-三甲基苯基)氯化咪唑 作用下， 以 甲苯 为溶剂， 以48%的产率得到7,7-dimethyl-4-(2-nitrophenyl)-1-phenyl-3,4,7,8-tetrahydroquinoline-2,5(1H,6H)-dione
  参考文献：
  名称：

  NHC-catalyzed cascade synthesis of 1-substituted 4-aryl-tetrahydroquinoline-2,5-diones

  摘要：

  N-Heterocyclic carbene (NHC)-catalyzed organocascade reactions via redox processes were found to be a simple and flexible procedure for the synthesis of a series of suitably functionalized 1-substituted 4-aryl-tetrahydroquinoline-2,5-diones. A wide range of potential biologically active quinoline derivatives for biomedical screening were obtained. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.052

文献信息

• Synthesis of Quinolinediones by Catalyst-Free Formal Aza-[3+2+1] Cycloaddition of Enaminones, Aldehydes and Meldrum's Acid
  作者：Silvio Cunha、Lourenço L. B. de Santana

  DOI：10.5935/0103-5053.20140106

  日期：——

  A simple green synthesis of 4-aryl-tetrahydroquinoline-2,5-diones was developed, improving the three-component reaction of N-aryl substituted dimedone-based enaminones, aromatic aldehydes and Meldrum's acid. The method does not employ catalyst, heating or any special solvent or reaction condition, and has facile work-up and purification. Variations of enaminones and aldehydes substituents were somewhat tolerated.
• NHC-catalyzed cascade synthesis of 1-substituted 4-aryl-tetrahydroquinoline-2,5-diones
  作者：Changsheng Yao、Weihui Jiao、Zhaoxin Xiao、Rui Liu、Tuanjie Li、Chenxia Yu

  DOI：10.1016/j.tet.2012.11.052

  日期：2013.1

  N-Heterocyclic carbene (NHC)-catalyzed organocascade reactions via redox processes were found to be a simple and flexible procedure for the synthesis of a series of suitably functionalized 1-substituted 4-aryl-tetrahydroquinoline-2,5-diones. A wide range of potential biologically active quinoline derivatives for biomedical screening were obtained. (C) 2012 Elsevier Ltd. All rights reserved.