9,10-dihydro-9,9-dimethyl-12-phenyl-7H-chromeno[3,4-b]quinoline-6,11(8H,12H)-dione | 1372879-52-1

• 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: 9,10-dihydro-9,9-dimethyl-12-phenyl-7H-chromeno[3,4-b]quinoline-6,11(8H,12H)-dione
• 英文别名: 9,9-Dimethyl-12-phenyl-7,8,10,12-tetrahydrochromeno[3,4-b]quinoline-6,11-dione；9,9-dimethyl-12-phenyl-7,8,10,12-tetrahydrochromeno[3,4-b]quinoline-6,11-dione
• CAS: 1372879-52-1
• 化学式: C₂₄H₂₁NO₃
• 分子量: 371.436
• InChiKey: WAWWCPMYPCSFRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-氨基香豆素 、 苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以77%的产率得到9,10-dihydro-9,9-dimethyl-12-phenyl-7H-chromeno[3,4-b]quinoline-6,11(8H,12H)-dione
  参考文献：
  名称：

  Michael Initiated Ring Closure (MIRC) reaction on in situ generated benzylidenecyclohexane-1,3-diones for the construction of chromeno[3,4-b]quinoline derivatives

  摘要：

  One-pot synthesis of chromeno[3,4-b]quinoline derivatives have been achieved in good yields through Michael Initiated Ring Closure (MIRC) by employing three-component condensation of aromatic aldehydes, 3-aminocoumarins, and cyclic 1,3-diketones in the presence of catalytic amount of p-toluenesulfonic (p-TSA) acid in ethanol under reflux condition. The salient features of this protocol are: simple reaction procedure, shorter reaction time, good yields, avoidance of aqueous work-up, and column-chromatographic separation. The merit of this process is highlighted by its high bond efficiency of producing three new bonds and one stereocenter in a single operation. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.02.114

文献信息

• Michael Initiated Ring Closure (MIRC) reaction on in situ generated benzylidenecyclohexane-1,3-diones for the construction of chromeno[3,4-b]quinoline derivatives
  作者：Abu T. Khan、Deb Kumar Das

  DOI：10.1016/j.tetlet.2012.02.114

  日期：2012.5

  One-pot synthesis of chromeno[3,4-b]quinoline derivatives have been achieved in good yields through Michael Initiated Ring Closure (MIRC) by employing three-component condensation of aromatic aldehydes, 3-aminocoumarins, and cyclic 1,3-diketones in the presence of catalytic amount of p-toluenesulfonic (p-TSA) acid in ethanol under reflux condition. The salient features of this protocol are: simple reaction procedure, shorter reaction time, good yields, avoidance of aqueous work-up, and column-chromatographic separation. The merit of this process is highlighted by its high bond efficiency of producing three new bonds and one stereocenter in a single operation. (C) 2012 Elsevier Ltd. All rights reserved.