1-butyl-3-hydroxy-5-methyl-3-phenylindolin-2-one | 1346508-94-8

• 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: 1-butyl-3-hydroxy-5-methyl-3-phenylindolin-2-one
• 英文别名: 1-Butyl-3-hydroxy-5-methyl-3-phenylindol-2-one
• CAS: 1346508-94-8
• 化学式: C₁₉H₂₁NO₂
• 分子量: 295.381
• InChiKey: GWFLVPXXVQQBGB-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：
  0.32
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-butyl-5-methylindoline-2,3-dione 、 苯硼酸 在 1,10-菲罗啉 、 copper(II) trifluoromethanesulfonate 、 lithium hydroxide monohydrate 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以89%的产率得到1-butyl-3-hydroxy-5-methyl-3-phenylindolin-2-one
  参考文献：
  名称：

  Copper-catalyzed arylation of indolin-2,3-ones with arylboronic acids

  摘要：

  A convenient and efficient Cu(OTf)(2)-catalyzed arylation of indolin-2,3-ones with arylboronic acids using cheap 1,10-phenanthroline hydrate as ligand was developed under air atmosphere, achieving 3-aryl-3-hydroxy-2-oxindoles in good to excellent yields. This catalytic system shows broad functional group tolerance. Moreover, the rigorous exclusion of air/moisture is not required in these transformations. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.135

文献信息

• Copper-catalyzed arylation of indolin-2,3-ones with arylboronic acids
  作者：Jilei Zhang、Jiuxi Chen、Jinchang Ding、Miaochang Liu、Huayue Wu

  DOI：10.1016/j.tet.2011.09.135

  日期：2011.12

  A convenient and efficient Cu(OTf)(2)-catalyzed arylation of indolin-2,3-ones with arylboronic acids using cheap 1,10-phenanthroline hydrate as ligand was developed under air atmosphere, achieving 3-aryl-3-hydroxy-2-oxindoles in good to excellent yields. This catalytic system shows broad functional group tolerance. Moreover, the rigorous exclusion of air/moisture is not required in these transformations. (C) 2011 Elsevier Ltd. All rights reserved.