ethyl 6-(benzo[d][1,3]dioxol-5-yl)-10-chloro-4-methyl-7-oxo-1,2,6,7-tetrahydrobenzo[b]imidazo[1,2,3-ij][1,8]naphthyridine-5-carboxylate | 1256150-98-7

• 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: ethyl 6-(benzo[d][1,3]dioxol-5-yl)-10-chloro-4-methyl-7-oxo-1,2,6,7-tetrahydrobenzo[b]imidazo[1,2,3-ij][1,8]naphthyridine-5-carboxylate
• 英文别名: Ethyl 10-(1,3-benzodioxol-5-yl)-4-chloro-12-methyl-8-oxo-1,13-diazatetracyclo[7.6.1.02,7.013,16]hexadeca-2(7),3,5,9(16),11-pentaene-11-carboxylate
• CAS: 1256150-98-7
• 化学式: C₂₅H₂₁ClN₂O₅
• 分子量: 464.905
• InChiKey: HQZNIZFBFRMOIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 ethyl 6-(benzo[d][1,3]dioxol-5-yl)-10-chloro-4-methyl-7-oxo-1,2,6,7-tetrahydrobenzo[b]imidazo[1,2,3-ij][1,8]naphthyridine-5-carboxylate
  参考文献：
  名称：

  Modulating the Reactivity of Heterocyclic Ketene Aminals in MCR: Selective Construction of Tetrahydrobenzo[b]imidazo[3,2,1-ij][1,8]naphthyridines

  摘要：

  Two new kinds of tetrahydrobenzo[b]imidazo[3,2,1-iota j][1,8]naphthyndine derivatives have been successfully synthesized by cascade reactions including Knoevenagel condensation, aza-ene reaction, imine-enamine tautomenzation, cyclocondensation, and intramolecular SNAr of precursors 2-(2-chloroaroyl)methyleneimidazolidines with aromatic aldehydes and ethyl acetoacetate or Meldrum's acid under mild conditions, respectively These studies highlighted the concept of a substrate-design approach to the development of novel multicomponent reactions by simply incorporating an o-halo group into the aryl ring of 2-benzoyl-methyleneimidazolidine as new synthons In this domino reaction, at least six different active sites are involved, two C-C bonds, two C-N bonds, and two new rings are constructed with all reactants efficiently utilized in the chemical transformation

  DOI：

  10.1021/jo101454q