tert-butyl 8-nitro-10-phenyl-3,4-dihydro-1H-benzo[b][1,6]naphthyridine-2-carboxylate | 1347747-94-7

• 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: tert-butyl 8-nitro-10-phenyl-3,4-dihydro-1H-benzo[b][1,6]naphthyridine-2-carboxylate
• CAS: 1347747-94-7
• 化学式: C₂₃H₂₃N₃O₄
• 分子量: 405.453
• InChiKey: LJYNHVDGLCRPSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  88.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-叔丁氧羰基-4-哌啶酮 、 2-氨基-5-硝基二苯甲酮 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98%的产率得到tert-butyl 8-nitro-10-phenyl-3,4-dihydro-1H-benzo[b][1,6]naphthyridine-2-carboxylate
  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

• 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.