2-(4-methoxyphenyl)-3-methyl-4-phenyl-1,3-oxazolidine-5,5-dicarbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-methoxyphenyl)-3-methyl-4-phenyl-1,3-oxazolidine-5,5-dicarbonitrile
• 化学式: C₁₉H₁₇N₃O₂
• 分子量: 319.363
• InChiKey: GSSXDQHJCZVYEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  69.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(4-methoxyphenyl)oxirane-2,2-dicarbonitrile 、 苯亚甲基甲胺 以 甲苯 为溶剂， 反应 5.0h， 以78%的产率得到2-(4-methoxyphenyl)-3-methyl-4-phenyl-1,3-oxazolidine-5,5-dicarbonitrile
  参考文献：
  名称：

  1,3‐Dipolar Cycloadditions of Aldehydes or Imines with Carbonyl Ylides Generated from Epoxides: Classical Heating and Microwave Irradiation

  摘要：

  Cycloadditions of aldehydes with carbonyl ylides to give dioxolanes have been carried out without solvent under microwave irradiation. The reactions proceeded in similar yields and stereoselectivities, but in shorter reaction times, than those obtained in toluene at reflux using an oil bath. Cycloadditions conducted between imines and carbonyl ylides using the same protocol were less efficient because the oxazolidines formed proved unstable under the reaction conditions.

  DOI：

  10.1080/07370650701471699

文献信息

• 1,3‐Dipolar Cycloadditions of Aldehydes or Imines with Carbonyl Ylides Generated from Epoxides: Classical Heating and Microwave Irradiation
  作者：Ghenia Bentabed、Mustapha Rahmouni、Florence Mongin、Aicha Derdour、Jack Hamelin、Jean Pierre Bazureau

  DOI：10.1080/07370650701471699

  日期：2007.8.1

  Cycloadditions of aldehydes with carbonyl ylides to give dioxolanes have been carried out without solvent under microwave irradiation. The reactions proceeded in similar yields and stereoselectivities, but in shorter reaction times, than those obtained in toluene at reflux using an oil bath. Cycloadditions conducted between imines and carbonyl ylides using the same protocol were less efficient because the oxazolidines formed proved unstable under the reaction conditions.