1-cyclohexyl-3-(4-methoxyphenyl)-4-vinyl-2H-imidazolidin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 1-cyclohexyl-3-(4-methoxyphenyl)-4-vinyl-2H-imidazolidin-2-one
• 英文别名: 1-Cyclohexyl-4-ethenyl-3-(4-methoxyphenyl)imidazolidin-2-one
• 化学式: C₁₈H₂₄N₂O₂
• 分子量: 300.401
• InChiKey: DVVSCJLOGNLOJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对甲氧基苯异氰酸酯 、 1-cyclohexyl-2-vinylaziridine 在 palladium diacetate 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以88%的产率得到1-cyclohexyl-3-(4-methoxyphenyl)-4-vinyl-2H-imidazolidin-2-one
  参考文献：
  名称：

  Room Temperature Ring-Opening Cyclization Reactions of 2-Vinylaziridines with Isocyanates, Carbodiimides, and Isothiocyanates Catalyzed by [Pd(OAc)₂]/PPh₃

  摘要：

  2-Vinylaziridines undergo cycloaddition reactions with various heterocumulenes, in the presence of [Pd(OAc)(2)] and PPh3, at room temperature and 1 atm pressure, regioselectively affording five-membered ring products in moderate to high yields. The mixture of stereoisomers obtained by reactions employing cis-1-butyl-2-vinyl-3-methylaziridine as the reactant provides evidence for a mechanism involving a eta(3)-eta(1)-eta(3) interconversion of a (pi-allyl)palladium intermediate.

  DOI：

  10.1021/jo000608q

文献信息

• Room Temperature Ring-Opening Cyclization Reactions of 2-Vinylaziridines with Isocyanates, Carbodiimides, and Isothiocyanates Catalyzed by [Pd(OAc)₂]/PPh₃
  作者：David C. D. Butler、Gyro A. Inman、Howard Alper

  DOI：10.1021/jo000608q

  日期：2000.9.1

  2-Vinylaziridines undergo cycloaddition reactions with various heterocumulenes, in the presence of [Pd(OAc)(2)] and PPh3, at room temperature and 1 atm pressure, regioselectively affording five-membered ring products in moderate to high yields. The mixture of stereoisomers obtained by reactions employing cis-1-butyl-2-vinyl-3-methylaziridine as the reactant provides evidence for a mechanism involving a eta(3)-eta(1)-eta(3) interconversion of a (pi-allyl)palladium intermediate.