10-methyl-3,4-dihydro-1H-thiopyrano[4,3-b]quinoline | 17517-56-5

• 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: 10-methyl-3,4-dihydro-1H-thiopyrano[4,3-b]quinoline
• 英文别名: 10-Methyl-3,4-dihydro-1H-thiopyrano<4,3-b>chinolin；10-methyl-3,4-dihydro-1H-thiopyrano[4,3-b]quinoline
• CAS: 17517-56-5
• 化学式: C₁₃H₁₃NS
• 分子量: 215.319
• InChiKey: DOKFIXDGMNVYAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  四氢噻喃-4-酮 、 邻氨基苯乙酮 在 1-丙基磷酸酐 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 以96%的产率得到10-methyl-3,4-dihydro-1H-thiopyrano[4,3-b]quinoline
  参考文献：
  名称：

  An efficient catalytic method for the Friedländer annulation mediated by peptide coupling agent propylphosphonic anhydride (T3P®)

  摘要：

  We have demonstrated the utilization of T3P, a mild and low toxic peptide coupling agent, as a promoter and water scavenger in the Friedlander annulation, and thus introduced a highly efficient catalytic process to access carbocyclic and heterocyclic fused quinolines under microwave irradiation or a conventional heating technique. The reaction conditions are sufficiently mild to tolerate the acid and base sensitive functional groups that can serve as levers for further extension of the quinoline products. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.048

文献信息

• Furo-, Pyrano- und Oxepino-chinoline sowie deren Schwefel-Analoga
  作者：G. Kempter、P. Zänker、H.-D. Zürner

  DOI：10.1002/ardp.19673001005

  日期：——

  Aus aromatischen o‐Amino‐ketonen und heterocyclischen Ringketonen, die in 3‐ bzw. 4‐Stellung zur Carbonylgruppe Sauerstoff bzw. Schwefel enthalten, werden heterocyclisch b‐kondensierte Chinoline hergestellt.

  由芳香族邻氨基酮和杂环酮（其 3 位或 4 位含有氧和硫）到羰基，生成杂环 b-稠合喹啉。
• An efficient catalytic method for the Friedländer annulation mediated by peptide coupling agent propylphosphonic anhydride (T3P®)
  作者：John Kallikat Augustine、Agnes Bombrun、Srinivasa Venkatachaliah

  DOI：10.1016/j.tetlet.2011.10.048

  日期：2011.12

  We have demonstrated the utilization of T3P, a mild and low toxic peptide coupling agent, as a promoter and water scavenger in the Friedlander annulation, and thus introduced a highly efficient catalytic process to access carbocyclic and heterocyclic fused quinolines under microwave irradiation or a conventional heating technique. The reaction conditions are sufficiently mild to tolerate the acid and base sensitive functional groups that can serve as levers for further extension of the quinoline products. (C) 2011 Elsevier Ltd. All rights reserved.