4-methyl-2-(1-oxo-hexa-3(E),5-dienyloxyimino)malononitrile | 321592-19-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-methyl-2-(1-oxo-hexa-3(E),5-dienyloxyimino)malononitrile
• 英文别名: (dicyanomethylideneamino) (3E)-4-methylhexa-3,5-dienoate
• CAS: 321592-19-2
• 化学式: C₁₀H₉N₃O₂
• 分子量: 203.2
• InChiKey: JEEJGXYIRFNTPQ-XBXARRHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methyl-2-(1-oxo-hexa-3(E),5-dienyloxyimino)malononitrile 以 甲苯 为溶剂， 反应 48.0h， 以62%的产率得到4-methyl-2-oxo-2,3,3a,6-tetrahydro-isoxazolo[2,3-a]pyridine-7,7-dicarbonitrile
  参考文献：
  名称：

  Methodology for Regioselective Synthesis of Substituted Pyridines via Intramolecular Oximino Malonate Hetero Diels−Alder Reactions

  摘要：

  Various substituted pyridines can be prepared regioselectively by a sequence involving an intramolecular thermal or high pressure Diels-Alder cycloaddition of an oximino malonate dienophile tethered to a dienic carboxylic acid, followed by mild aromatization of the resulting cycloadduct with cesium carbonate in DMF at room temperature.

  DOI：

  10.1021/ol006575i
• 作为产物：
  描述：

  4-甲基己-3,5-二烯酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 36.0h， 生成 4-methyl-2-(1-oxo-hexa-3(E),5-dienyloxyimino)malononitrile
  参考文献：
  名称：

  Methodology for Regioselective Synthesis of Substituted Pyridines via Intramolecular Oximino Malonate Hetero Diels−Alder Reactions

  摘要：

  Various substituted pyridines can be prepared regioselectively by a sequence involving an intramolecular thermal or high pressure Diels-Alder cycloaddition of an oximino malonate dienophile tethered to a dienic carboxylic acid, followed by mild aromatization of the resulting cycloadduct with cesium carbonate in DMF at room temperature.

  DOI：

  10.1021/ol006575i

文献信息

• Methodology for Regioselective Synthesis of Substituted Pyridines via Intramolecular Oximino Malonate Hetero Diels−Alder Reactions
  作者：Douglas C. Bland、Brian C. Raudenbush、Steven M. Weinreb

  DOI：10.1021/ol006575i

  日期：2000.12.1

  Various substituted pyridines can be prepared regioselectively by a sequence involving an intramolecular thermal or high pressure Diels-Alder cycloaddition of an oximino malonate dienophile tethered to a dienic carboxylic acid, followed by mild aromatization of the resulting cycloadduct with cesium carbonate in DMF at room temperature.