methyl 7-cyano-6,14-dioxo-6H,14H-quinolizino[3,2-a]quinolizine-8-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: methyl 7-cyano-6,14-dioxo-6H,14H-quinolizino[3,2-a]quinolizine-8-carboxylate
• 英文别名: Methyl 7-cyano-6,14-dioxoquinolizino[2,1-b]quinolizine-8-carboxylate；methyl 7-cyano-6,14-dioxoquinolizino[2,1-b]quinolizine-8-carboxylate
• 化学式: C₁₉H₁₁N₃O₄
• 分子量: 345.314
• InChiKey: DBHRTWXHXFKPDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  90.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 7-cyano-6,14-dioxo-6H,14H-quinolizino[3,2-a]quinolizine-8-carboxylate 在 PPA 作用下， 反应 1.0h， 以54%的产率得到7-hydroxy-6,9,15-trioxo-6H,9H,15H-pyrido[3,4,5-g,h]quinolizino[3,2-g]quinolizine
  参考文献：
  名称：

  Synthesis of Quinolizino[3,2-a]quinolizine Derivatives and Their Fluorescence

  摘要：

  Polycyclic quinolizine derivatives, quinolizino[3,2-a]quinolizines (4a-c), were synthesized in moderate yields by a one-pot method using ketene dithioacetal, methyl bis(methylsulfanyl)methylene-cyanoacetate (2), alkyl 2-pyridylacetates (1a, b), and 2-pyridylacetonitrile (1c). Compounds 4a, b exhibited red fluorescence (Em max: 576 nm) in solid state.

  DOI：

  10.3987/com-08-11614
• 作为产物：
  描述：

  2-吡啶乙酸甲酯 、 methyl 3-cyano-2-methylsulfanyl-4-oxo-4H-quinolizine-1-carboxylate 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.5h， 以57%的产率得到methyl 7-cyano-6,14-dioxo-6H,14H-quinolizino[3,2-a]quinolizine-8-carboxylate
  参考文献：
  名称：

  Synthesis of Quinolizino[3,2-a]quinolizine Derivatives and Their Fluorescence

  摘要：

  Polycyclic quinolizine derivatives, quinolizino[3,2-a]quinolizines (4a-c), were synthesized in moderate yields by a one-pot method using ketene dithioacetal, methyl bis(methylsulfanyl)methylene-cyanoacetate (2), alkyl 2-pyridylacetates (1a, b), and 2-pyridylacetonitrile (1c). Compounds 4a, b exhibited red fluorescence (Em max: 576 nm) in solid state.

  DOI：

  10.3987/com-08-11614

文献信息

• Synthesis of Quinolizino[3,2-a]quinolizine Derivatives and Their Fluorescence
  作者：Yoshinori Tominaga、Kenichirou Yokota、Masayori Hagimori、Yasuhiro Shigemitsu、Naoko Mizuyama、Bo-Cheng Wang

  DOI：10.3987/com-08-11614

  日期：——

  Polycyclic quinolizine derivatives, quinolizino[3,2-a]quinolizines (4a-c), were synthesized in moderate yields by a one-pot method using ketene dithioacetal, methyl bis(methylsulfanyl)methylene-cyanoacetate (2), alkyl 2-pyridylacetates (1a, b), and 2-pyridylacetonitrile (1c). Compounds 4a, b exhibited red fluorescence (Em max: 576 nm) in solid state.