| 1397644-83-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• CAS: 1397644-83-5
• 化学式: C₂₀H₂₁NO₃
• 分子量: 323.392
• InChiKey: YPMFXQSNBUBXNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  38.77
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  在 (4S,5S)-2-((4S,5S)-1,3-bis(3,5-bis(trifluoromethyl)benzyl)-4,5-diphenylimidazolidin-2-ylideneamino)-1,3-bis(4-chlorobenzyl)-4,5-diphenyl-4,5-dihydro-1H-imidazol-3-ium chloride 、 potassium hydroxide 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以89%的产率得到(R)-3-allyl-3-hydroxy-5-methoxy-1-(4-methoxybenzyl)indolin-2-one
  参考文献：
  名称：

  Pentanidium–Catalyzed Enantioselective α-Hydroxylation of Oxindoles Using Molecular Oxygen

  摘要：

  Pentanidium-catalyzed alpha-hydroxylation of 3-substituted-2-oxindoles using molecular oxygen has been developed with good yields and enantioselectivities. This reaction does not require an additional reductant such as triethyl phosphite, which was typically added to reduce the peroxide intermediate. The reaction was demonstrated to consist of two-steps: an enantioselective formation of hydroperoxide oxindole and a kinetic resolution of the hydroperoxicle oxindole via reduction with enolates generated from the oxindoles.

  DOI：

  10.1021/ol302030v