5,5-dimethyl-2-(p-tolyl)-4,5-dihydro-3H-furo[3',2':3,4]naphtho[1,2-d]imidazole | 1410804-51-1

• 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: 5,5-dimethyl-2-(p-tolyl)-4,5-dihydro-3H-furo[3',2':3,4]naphtho[1,2-d]imidazole
• 英文别名: 9,9-Dimethyl-4-(4-methylphenyl)-10-oxa-3,5-diazatetracyclo[10.4.0.02,6.07,11]hexadeca-1(16),2(6),4,7(11),12,14-hexaene；9,9-dimethyl-4-(4-methylphenyl)-10-oxa-3,5-diazatetracyclo[10.4.0.02,6.07,11]hexadeca-1(16),2(6),4,7(11),12,14-hexaene
• CAS: 1410804-51-1
• 化学式: C₂₂H₂₀N₂O
• 分子量: 328.414
• InChiKey: PSUHNPHFRKUHAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  黄钟花醌 在 硫酸 、 ammonium acetate 、 双氧水 、 sodium carbonate 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 5,5-dimethyl-2-(p-tolyl)-4,5-dihydro-3H-furo[3',2':3,4]naphtho[1,2-d]imidazole
  参考文献：
  名称：

  1,3-Azoles from ortho-naphthoquinones: Synthesis of aryl substituted imidazoles and oxazoles and their potent activity against Mycobacterium tuberculosis

  摘要：

  Twenty-three naphthoimidazoles and six naphthoxazoles were synthesised and evaluated against susceptible and rifampicin- and isoniazid-resistant strains of Mycobacterium tuberculosis. Among all the compounds evaluated, fourteen presented MIC values in the range of 0.78 to 6.25 mu g/mL against susceptible and resistant strains of M. tuberculosis, Five structures were solved by X-ray crystallographic analysis. These substances are promising antimycobacterial prototypes. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.041

文献信息

• Ruthenium(II)‐Catalyzed C−H/N−H Alkyne Annulation of Nonsymmetric Imidazoles: Mechanistic Insights by Computation and Photophysical Properties
  作者：Luana A. Machado、Esther R. S. Paz、Maria H. Araujo、Leandro D. Almeida、Ícaro A. O. Bozzi、Gleiston G. Dias、Cynthia L. M. Pereira、Leandro F. Pedrosa、Felipe Fantuzzi、Felipe T. Martins、Luiz A. Cury、Eufrânio N. da Silva Júnior

  DOI：10.1002/ejoc.202200590

  日期：2022.7.27

  The implementation of a π-expansion strategy based on the Ru(II)-catalyzed alkyne annulation reactions of nonsymmetric imidazoles prepared from β-lapachone and nor-β-lapachone is reported. Photophysical aspects and the mechanism of the computationally studied reaction were also investigated by us and are described and discussed in detail.

  报道了基于由β-拉帕醌和去甲-β-拉帕醌制备的不对称咪唑的Ru(II)催化的炔烃环化反应的π-膨胀策略的实施。我们还研究了光物理方面和计算研究反应的机理，并进行了详细描述和讨论。