1-benzyl-2,2-dimethyl-5-oxo-2,5-dihydro-1H-imidazole 3-oxide | 1229567-38-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-benzyl-2,2-dimethyl-5-oxo-2,5-dihydro-1H-imidazole 3-oxide
• 英文别名: 3-Benzyl-2,2-dimethyl-1-oxidoimidazol-1-ium-4-one
• CAS: 1229567-38-7
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: FLEGHCIZLWFISK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzyl-2,2-dimethyl-5-oxo-2,5-dihydro-1H-imidazole 3-oxide 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium carbonate 、 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 乙二醇二甲醚 、 水 、 甲苯 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  A Novel Method for the Preparation of 4-Arylimidazolones

  摘要：

  A series of 4-arylimidazolones have been accessed via late-stage, palladium-mediated arylation of acetone- and cyclohexanone-derived 4-chloroimidazolones. The 4-chloroimidazolones were prepared via a novel rearrangement of the corresponding imidazolone N-oxides. This communication serves as an expansion of chemistry originally developed for our glucagon receptor antagonist program.

  DOI：

  10.1021/ol401165e
• 作为产物：
  描述：

  3-benzyl-2,2-dimethylimidazolidin-4-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以82%的产率得到1-benzyl-2,2-dimethyl-5-oxo-2,5-dihydro-1H-imidazole 3-oxide
  参考文献：
  名称：

  Formal Olefination and Acylaziridination of Imidazolones

  摘要：

  The first formal olefination and acylaziridination of imidazolones were obtained by cycloaddition of cyclic nitrones with alkenes and alkynes, respectively.

  DOI：

  10.1021/ol1007923

文献信息

• Sequential [3+2] cycloaddition/rearrangement reaction of imidazolone nitrones and allenoates for the efficient synthesis of functionalized imidazolidinone
  作者：Xi Wu、Risong Na、Honglei Liu、Jun Liu、Min Wang、Jiangchun Zhong、Hongchao Guo

  DOI：10.1016/j.tetlet.2011.11.049

  日期：2012.1

  Sequential [3+2] cycloaddition/rearrangement reaction of imidazolone nitrones and allenoates is described. The reaction was carried out in refluxing toluene to provide the methylene imidazolidinone derivatives in high yield. It provides a simple and convenient strategy for the synthesis of functionalized imidazolidinones.

  描述了咪唑酮硝酮和烯丙酸酯的顺序[3 + 2]环加成/重排反应。反应在回流的甲苯中进行，以高收率提供亚甲基咪唑啉酮衍生物。它为官能化的咪唑烷酮的合成提供了一种简单方便的策略。
• Formal Olefination and Acylaziridination of Imidazolones
  作者：Xing Dai、Michael W. Miller、Andrew W. Stamford

  DOI：10.1021/ol1007923

  日期：2010.6.18

  The first formal olefination and acylaziridination of imidazolones were obtained by cycloaddition of cyclic nitrones with alkenes and alkynes, respectively.
• A Novel Method for the Preparation of 4-Arylimidazolones
  作者：Duane E. DeMong、Irene Ng、Michael W. Miller、Andrew W. Stamford

  DOI：10.1021/ol401165e

  日期：2013.6.7

  A series of 4-arylimidazolones have been accessed via late-stage, palladium-mediated arylation of acetone- and cyclohexanone-derived 4-chloroimidazolones. The 4-chloroimidazolones were prepared via a novel rearrangement of the corresponding imidazolone N-oxides. This communication serves as an expansion of chemistry originally developed for our glucagon receptor antagonist program.