5-chloro-3-hydroxy-3-(2-methoxyphenyl)indolin-2-one

• 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: 5-chloro-3-hydroxy-3-(2-methoxyphenyl)indolin-2-one
• 英文别名: (3R)-5-chloro-3-hydroxy-3-(2-methoxyphenyl)-1H-indol-2-one
• 化学式: C₁₅H₁₂ClNO₃
• 分子量: 289.718
• InChiKey: MQWUODCBPPWSIJ-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-3-hydroxy-3-(2-methoxyphenyl)indolin-2-one 在 吡啶 、 potassium tert-butylate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 5-chloro-3-(2-methoxyphenyl)-2-oxo-1-(quinolin-8-ylsulfonyl)indolin-3-yl phenyl carbonate
  参考文献：
  名称：

  Rh(I)-catalyzed asymmetric 1,2-additions of arylboronic acids to isatins with chiral sulfur–alkene hybrid ligands

  摘要：

  A rhodium-catalyzed asymmetric 1,2-addition of arylboronic acids to isatins with chiral sulfur-alkene hybrid ligands was achieved, and a variety of 3-aryl-3-hydroxy-2-oxindoles were obtained in moderate to good yields with up to 85% ee and a biologically active compound was synthesized with this strategy. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.06.074
• 作为产物：
  描述：

  2-甲氧基苯基硼酸 、 5-氯靛红 在 potassium phosphate 、 chlorobis(ethylene)rhodium(I) dimer 、 C₁₉H₂₃NOS 作用下， 以 水 、 甲苯 为溶剂， 反应 24.0h， 以85%的产率得到
  参考文献：
  名称：

  Rh(I)-catalyzed asymmetric 1,2-additions of arylboronic acids to isatins with chiral sulfur–alkene hybrid ligands

  摘要：

  A rhodium-catalyzed asymmetric 1,2-addition of arylboronic acids to isatins with chiral sulfur-alkene hybrid ligands was achieved, and a variety of 3-aryl-3-hydroxy-2-oxindoles were obtained in moderate to good yields with up to 85% ee and a biologically active compound was synthesized with this strategy. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.06.074

文献信息

• Rh(I)-catalyzed asymmetric 1,2-additions of arylboronic acids to isatins with chiral sulfur–alkene hybrid ligands
  作者：Xiangqing Feng、Yanzhao Nie、Lanqiong Zhang、Jing Yang、Haifeng Du

  DOI：10.1016/j.tetlet.2014.06.074

  日期：2014.8

  A rhodium-catalyzed asymmetric 1,2-addition of arylboronic acids to isatins with chiral sulfur-alkene hybrid ligands was achieved, and a variety of 3-aryl-3-hydroxy-2-oxindoles were obtained in moderate to good yields with up to 85% ee and a biologically active compound was synthesized with this strategy. (C) 2014 Elsevier Ltd. All rights reserved.