Methyl 1-(2-phenylethynyl)imidazole-2-carboxylate | 1187947-43-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methyl 1-(2-phenylethynyl)imidazole-2-carboxylate
• 英文别名: methyl 1-(2-phenylethynyl)imidazole-2-carboxylate
• CAS: 1187947-43-8
• 化学式: C₁₃H₁₀N₂O₂
• 分子量: 226.235
• InChiKey: JQRXDOCVPKGOJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(2-phenylethynyl)-1H-imidazole 、 氯甲酸甲酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.75h， 以61%的产率得到Methyl 1-(2-phenylethynyl)imidazole-2-carboxylate
  参考文献：
  名称：

  Lithiation and functionalization of 1-alkynylimidazoles at the 2-position

  摘要：

  Functionalization reactions of 1-alkynylimidazoles involving the formation of their 2-lithio derivatives followed by addition of various electrophiles are presented. This allows access to previously unreported 1,2-dialkynylimidazoles via 1-alkynyl-2-iodoimidazoles. The use of an aldehyde or sulfonimine electrophiles allows the direct formation of bicyclic ring systems. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.133

文献信息

• Lithiation and functionalization of 1-alkynylimidazoles at the 2-position
  作者：Christophe Laroche、Sean M. Kerwin

  DOI：10.1016/j.tetlet.2009.06.133

  日期：2009.9

  Functionalization reactions of 1-alkynylimidazoles involving the formation of their 2-lithio derivatives followed by addition of various electrophiles are presented. This allows access to previously unreported 1,2-dialkynylimidazoles via 1-alkynyl-2-iodoimidazoles. The use of an aldehyde or sulfonimine electrophiles allows the direct formation of bicyclic ring systems. (C) 2009 Elsevier Ltd. All rights reserved.