1,4-diphenyl-3,4,7,8-tetrahydroquinoline-2,5(1H,6H)-dione | 132600-14-7

• 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: 1,4-diphenyl-3,4,7,8-tetrahydroquinoline-2,5(1H,6H)-dione
• 英文别名: 1,4-diphenyl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione
• CAS: 132600-14-7
• 化学式: C₂₁H₁₉NO₂
• 分子量: 317.387
• InChiKey: OSBAJDNOTYNOIB-UHFFFAOYSA-N

物化性质

• 熔点：
  133-135 °C(Solv: ethanol (64-17-5))
• 沸点：
  515.6±50.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  α-溴代肉桂醛 、 3-苯胺基-2-环己烯-1-酮 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66%的产率得到1,4-diphenyl-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

• Condensation of arylideneisopropylidenemalonates with 3-carboxyphenylaminocyclohexen-2-ones
  作者：M. F. Strozhev、I. �. Lielbriedis

  DOI：10.1007/bf00509709

  日期：1990.7
• STROZHEV, M. F.;LIELBRIEDIS, I. EH., XIMIYA GETEROTSIKL. SOED.,(1990) N, S. 947-949
  作者：STROZHEV, M. F.、LIELBRIEDIS, I. EH.

  DOI：——

  日期：——
• 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.