6-(methoxymethyl)-7-phenyl-5H-cyclopenta[b]pyrazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 6-(methoxymethyl)-7-phenyl-5H-cyclopenta[b]pyrazine
• 英文别名: 6-(methoxymethyl)-5-phenyl-7H-cyclopenta[b]pyrazine
• 化学式: C₁₅H₁₄N₂O
• 分子量: 238.289
• InChiKey: BGIRSBSZXUQZTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 48.08h， 生成 6-(methoxymethyl)-7-phenyl-5H-cyclopenta[b]pyrazine
  参考文献：
  名称：

  Intra- and intermolecular trapping of cyclopentapyrazine carbenes derived from 1,2-dialkynylimidazoles

  摘要：

  The thermolysis of 1,2-dialkynylimidazoles in benzene solution affords high yields of 7-pheiiyl-5H-cyclopentapyrazines, which presumably form by solvent trapping of cyclopentapyrazine carbene intermediates. In cases where dialkynylimidazole contains side chains that can participate in intramolecular carbene C-H insertion or olefin addition, these processes compete with solvent addition to afford novel tri- and tetracyclic pyrazines, which can be obtained in good yield when the thermolysis is carried out in hexafluoro benzene. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.11.010

文献信息

• Thermal cyclization of 1,2-dialkynylimidazoles to imidazo[1,2-a]pyridines
  作者：Asha K. Nadipuram、Sean M. Kerwin

  DOI：10.1016/j.tet.2005.11.084

  日期：2006.4

  Thermolysis of 1,2-dialkynylimidazoles in chlorinated solvents leads to 5-chloroimidazo[1,2-a]-pyridine products, which are also formed in DMF containing 1 equiv of HCI. Deuterium labeling of the starting dialkynylimidazoles indicates that reaction may proceed by multiple pathways, depending upon conditions and substituents. Dialkynylimidazoles can also give rise to 5-diethylamino-substituted imidazopyridines when the thermolysis is carried out in the presence of diethylamine. (c) 2006 Elsevier Ltd. All rights reserved.
• Intra- and intermolecular trapping of cyclopentapyrazine carbenes derived from 1,2-dialkynylimidazoles
  作者：Asha K. Nadipuram、Sean M. Kerwin

  DOI：10.1016/j.tetlet.2005.11.010

  日期：2006.1

  The thermolysis of 1,2-dialkynylimidazoles in benzene solution affords high yields of 7-pheiiyl-5H-cyclopentapyrazines, which presumably form by solvent trapping of cyclopentapyrazine carbene intermediates. In cases where dialkynylimidazole contains side chains that can participate in intramolecular carbene C-H insertion or olefin addition, these processes compete with solvent addition to afford novel tri- and tetracyclic pyrazines, which can be obtained in good yield when the thermolysis is carried out in hexafluoro benzene. (c) 2005 Elsevier Ltd. All rights reserved.