4-ethoxycarbonyl-1-(4-methoxycarbonylphenyl)imidazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-ethoxycarbonyl-1-(4-methoxycarbonylphenyl)imidazole
• 英文别名: 1-(4-Methoxycarbonylphenyl)-1h-imidazole-4-carboxylic acid ethyl ester；ethyl 1-(4-methoxycarbonylphenyl)imidazole-4-carboxylate
• 化学式: C₁₄H₁₄N₂O₄
• 分子量: 274.276
• InChiKey: DNELYARNHZZONC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异氰基乙酸乙酯 、 4-异氰基苯甲酸甲酯 在 copper(I) oxide 、 1,10-菲罗啉 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以98%的产率得到4-ethoxycarbonyl-1-(4-methoxycarbonylphenyl)imidazole
  参考文献：
  名称：

  Synthesis of Imidazoles through the Copper-Catalyzed Cross-Cycloaddition between Two Different Isocyanides

  摘要：

  The copper-catalyzed reaction between two different isocyanides produces the corresponding heteroaromatization products, imidazoles, in good yields. The reaction proceeds most probably through the activation of the sp3 C-H bond in the isocyanides by a copper catalyst, followed by a [3 + 2] cycloaddition between the cuprioisocyanide intermediates and arylisocyanides.

  DOI：

  10.1021/ja0617439

文献信息

• Synthesis of Imidazoles through the Copper-Catalyzed Cross-Cycloaddition between Two Different Isocyanides
  作者：Chikashi Kanazawa、Shin Kamijo、Yoshinori Yamamoto

  DOI：10.1021/ja0617439

  日期：2006.8.1

  The copper-catalyzed reaction between two different isocyanides produces the corresponding heteroaromatization products, imidazoles, in good yields. The reaction proceeds most probably through the activation of the sp3 C-H bond in the isocyanides by a copper catalyst, followed by a [3 + 2] cycloaddition between the cuprioisocyanide intermediates and arylisocyanides.