1-(2,5-diphenyl-1H-imidazol-4-yl)-2-phenyl-ethane-1,2-dione | 1263090-05-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(2,5-diphenyl-1H-imidazol-4-yl)-2-phenyl-ethane-1,2-dione
• 英文别名: 1-(2,4-diphenyl-1H-imidazol-5-yl)-2-phenylethane-1,2-dione
• CAS: 1263090-05-6
• 化学式: C₂₃H₁₆N₂O₂
• 分子量: 352.392
• InChiKey: LJQUBRGDUOSERB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2,5-diphenyl-1H-imidazol-4-yl)-2-phenyl-ethane-1,2-dione 、 苯甲醛 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以94%的产率得到2,5,2',5'-tetraphenyl-4,4'-biimidazole
  参考文献：
  名称：

  Synthesis of Tetrasubstituted 4,4′-Biimidazoles

  摘要：

  Highly substituted 4,4'-biimidazoles were synthesized, in good to excellent yields, through a multicomponent imidazole ring synthesis by using imidazol-4-yl-ethane-1,2-diones as starting materials. The obtained compounds were preliminarily tested as chromogenic and fluorescent sensors for heavy metals.

  DOI：

  10.1021/ol3013414
• 作为产物：
  描述：

  N-benzylidene-phenyl-(5-phenyl-isoxazol-3-yl)methanamine 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 1-(2,5-diphenyl-1H-imidazol-4-yl)-2-phenyl-ethane-1,2-dione
  参考文献：
  名称：

  Synthesis of Tetrasubstituted 4,4′-Biimidazoles

  摘要：

  Highly substituted 4,4'-biimidazoles were synthesized, in good to excellent yields, through a multicomponent imidazole ring synthesis by using imidazol-4-yl-ethane-1,2-diones as starting materials. The obtained compounds were preliminarily tested as chromogenic and fluorescent sensors for heavy metals.

  DOI：

  10.1021/ol3013414

文献信息

• Synthesis of 4(5)-phenacyl-imidazoles from isoxazole side-chain rearrangements
  作者：Annamaria Martorana、Antonio Palumbo Piccionello、Silvestre Buscemi、Gianluca Giorgi、Andrea Pace

  DOI：10.1039/c0ob00511h

  日期：——

  A novel base-induced rearrangement of isoxazoles into imidazole derivatives is reported. In the isoxazole series, this represents the first example of a three-atom side-chain rearrangement involving a CNC sequence. The reactions are carried out under nitrogen and produced 2-aryl-4(5)-phenacyl-5(4)-phenyl-imidazoles in high yields. In the presence of oxygen, a cascade rearrangement-oxidation reaction

  报道了一种新颖的碱诱导的异恶唑重排成咪唑衍生物。在异恶唑系列中，这代表涉及CNC序列的三原子侧链重排的第一个例子。反应在氮气下进行，并以高产率产生2-芳基-4（5）-苯甲酰基-5（4）-苯基-咪唑。在氧气存在下，观察到级联重排-氧化反应序列，并分离了带有氧化侧链的咪唑衍生物。