3-ethyl-3-methyl-5-phenyl-1H-indol-2-one | 1318251-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-ethyl-3-methyl-5-phenyl-1H-indol-2-one
• CAS: 1318251-55-6
• 化学式: C₁₇H₁₇NO
• 分子量: 251.328
• InChiKey: PYBJMFKSHPTJGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-benzyl-3-ethyl-3-methylindolin-2-one 在 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 碳酸氢钠 作用下， 以 乙二醇二甲醚 、 水 、 乙酸乙酯 为溶剂， 生成 3-ethyl-3-methyl-5-phenyl-1H-indol-2-one
  参考文献：
  名称：

  A convenient enantioselective synthesis of 3-asymmetrically substituted oxindoles as progesterone receptor antagonists

  摘要：

  A convenient enantioselective synthesis of 3-asymmetrically substituted oxindoles is reported. Compound (2) prepared by radical cyclisation of (1) was used for the synthesis of racemic and enantiomerically pure 3-asymmetrically substituted oxindoles. Desulfurisation of (2) using Raney Ni yielded the racemate (5). Addition of (S)-1-phenylethanol to compound (2) yielded the diastereoisomer (21) the structure of which was determined using X-ray crystallography. Using a sequence of steps (21) was converted to the enantiomer (8). The enantiomer (9) was similarly prepared from (2) using (R)-1-phenylethanol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.120

文献信息

• A convenient enantioselective synthesis of 3-asymmetrically substituted oxindoles as progesterone receptor antagonists
  作者：S. Alluri、H. Feng、M. Livings、L. Samp、D. Biswas、T.W. Lam、E. Lobkovsky、A.K. Ganguly

  DOI：10.1016/j.tetlet.2011.05.120

  日期：2011.7

  A convenient enantioselective synthesis of 3-asymmetrically substituted oxindoles is reported. Compound (2) prepared by radical cyclisation of (1) was used for the synthesis of racemic and enantiomerically pure 3-asymmetrically substituted oxindoles. Desulfurisation of (2) using Raney Ni yielded the racemate (5). Addition of (S)-1-phenylethanol to compound (2) yielded the diastereoisomer (21) the structure of which was determined using X-ray crystallography. Using a sequence of steps (21) was converted to the enantiomer (8). The enantiomer (9) was similarly prepared from (2) using (R)-1-phenylethanol. (C) 2011 Elsevier Ltd. All rights reserved.