4-(3-methoxy-phenyl)-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 4-(3-methoxy-phenyl)-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylic acid ethyl ester
• 英文别名: 4-(3-Methoxy-phenyl)-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridin-3-carbonsaeure-aethylester；ethyl 4-(3-methoxyphenyl)-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylate；ethyl 4-(3-methoxyphenyl)-2-methyl-5-oxo-1,4-dihydroindeno[1,2-b]pyridine-3-carboxylate
• 化学式: C₂₃H₂₁NO₄
• 分子量: 375.424
• InChiKey: VJBQULZMVJQNJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1,3-茚满二酮 、 乙酰乙酸乙酯 、 3-甲氧基苯甲醛 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 生成 4-(3-methoxy-phenyl)-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  One‐pot synthesis of dihydro-1H-indeno[1,2-b] pyridines and tetrahydrobenzo[b] pyran derivatives using a new and efficient nanocomposite catalyst based on N‐butylsulfonate‐functionalized MMWCNTs-D-NH2

  摘要：

  In this study, magnetic multi-walled carbon nanotubes were functionalized with polyamidoamine (PAMAM) dendrimers and modified with butylsulfonate to afford MMWCNTs-D-(CH2)(4)-So(3)H. The synthesized nanocomposite (MMWCNTs-D-(CH2)(4)-SO3H) was characterized by various techniques such as Fourier transform infrared spectroscopy (FT-IR), transmission electron microscopy (TEM), scanning electron microscopy (SEM), X-ray diffraction (XRD) and thermo-gravimetric analysis (TGA). This nanocomposite catalyst effectively catalyzed four and three component reactions for the synthesis of dihydro-1H-Indeno[1,2-b] pyridines and tetrahydrobenzo[b] pyrans (85-98% yield in 15-20 min and 80-98% yield in 12-30 min, respectively). In addition, the magnetically recoverable catalyst could be easily recycled at least five times without significant loss of catalytic activity. In the first step of synthesis of nanocomposite the Fe3O4 nanoparticles were deposited on oxidized MWCNTs, then a modified PAMAM dendrimer was used to bond to the carbonyl groups. Finally MMWCNTs-D-NH2 functionalized with 1,4-butanesultone. (C) 2019 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2019.114179