2-(3,4-dimethoxyphenyl)-1-(p-tolyl)-1H-phenanthro[9,10-d]imidazole | 1239580-18-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(3,4-dimethoxyphenyl)-1-(p-tolyl)-1H-phenanthro[9,10-d]imidazole
• 英文别名: 2-(3,4-Dimethoxyphenyl)-3-(4-methylphenyl)phenanthro[9,10-d]imidazole；2-(3,4-dimethoxyphenyl)-3-(4-methylphenyl)phenanthro[9,10-d]imidazole
• CAS: 1239580-18-7
• 化学式: C₃₀H₂₄N₂O₂
• 分子量: 444.533
• InChiKey: IAGTWUJWROZMEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙烷,三氯氟- 、 3,4-二甲氧基苯甲醛 、 菲醌 在 ammonium acetate 作用下， 以 甲醇 、 水 为溶剂， 反应 6.0h， 以93%的产率得到2-(3,4-dimethoxyphenyl)-1-(p-tolyl)-1H-phenanthro[9,10-d]imidazole
  参考文献：
  名称：

  Room temperature synthesis of tri-, tetrasubstituted imidazoles and bis-analogues by mercaptopropylsilica (MPS) in aqueous methanol: application to the synthesis of the drug trifenagrel

  摘要：

  The heterogeneous solid catalyst, mercaptopropylsilica (MPS), has been prepared by a modified procedure in water and its structure confirmed by solid state carbon-13 CP-MAS NMR spectrum. This catalyst has been efficiently utilized for the synthesis of a wide variety of tri-, tetrasubstituted imidazoles and their bis-analogues at room temperature. The protocol was further explored for the synthesis of the drug trifenagrel. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.102

文献信息

• DMSO promoted catalyst-free oxidative C–N/C–O couplings towards synthesis of imidazoles and oxazoles
  作者：Debasish Bera、Rajib Sarkar、Tiyasa Dhar、Pinaki Saha、Prasanta Ghosh、Chhanda Mukhopadhyay

  DOI：10.1039/d4ob00383g

  日期：——

  (DMSO)-promoted catalyst-free oxidative C–N coupling and C–O coupling under oxidant-free conditions are outlined. This protocol is operationally simple and leads to various functionalized substituted imidazoles or oxazoles in good yields. To date, a very limited number of oxidation protocols have been established, where DMSO acts solely as a catalyst or an oxidant or both. In this report, DMSO is not only used

  概述了二甲亚砜 (DMSO) 促进的无催化剂氧化 C-N 偶联和无氧化剂条件下的 C-O 偶联。该方案操作简单，并且以良好的产率产生各种官能化的取代咪唑或恶唑。迄今为止，已经建立的氧化方案数量非常有限，其中 DMSO 仅充当催化剂或氧化剂或两者兼而有之。在本报告中，DMSO不仅用作C-N/C-O偶联剂，还用作这些氧化转化所需的氧化剂。因此，我们所证明的 DMSO 促进的无催化剂偶联转化有能力引领氧化偶联领域的新维度。
• Room temperature synthesis of tri-, tetrasubstituted imidazoles and bis-analogues by mercaptopropylsilica (MPS) in aqueous methanol: application to the synthesis of the drug trifenagrel
  作者：Chhanda Mukhopadhyay、Pradip Kumar Tapaswi、Michael G.B. Drew

  DOI：10.1016/j.tetlet.2010.05.102

  日期：2010.7

  The heterogeneous solid catalyst, mercaptopropylsilica (MPS), has been prepared by a modified procedure in water and its structure confirmed by solid state carbon-13 CP-MAS NMR spectrum. This catalyst has been efficiently utilized for the synthesis of a wide variety of tri-, tetrasubstituted imidazoles and their bis-analogues at room temperature. The protocol was further explored for the synthesis of the drug trifenagrel. (C) 2010 Elsevier Ltd. All rights reserved.