methyl 2-(1-benzyl-2-oxoindolin-3-yl)-2-phenylacetate | 1353885-77-4

• 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: methyl 2-(1-benzyl-2-oxoindolin-3-yl)-2-phenylacetate
• 英文别名: methyl 2-(1-benzyl-2-oxo-3H-indol-3-yl)-2-phenylacetate
• CAS: 1353885-77-4
• 化学式: C₂₄H₂₁NO₃
• 分子量: 371.436
• InChiKey: AIZVXWSLUDZTAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl 2-(1-benzyl-2-oxoindol-3-ylidene)acetate 、 苯硼酸 在 chlorobis(ethylene)rhodium(I) dimer 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 10.0h， 生成 methyl 2-(1-benzyl-2-oxoindolin-3-yl)-2-phenylacetate 、 methyl 2-(1-benzyl-2-oxoindolin-3-yl)-2-phenylacetate
  参考文献：
  名称：

  Rhodium-catalyzed Michael addition of arylboronic acids to 3-alkylenyloxindoles: asymmetric synthesis of functionalized oxindoles

  摘要：

  The rhodium-catalyzed diastereo- and enantioselective Michael addition of arylboronic acids to 3-alkyl-enyloxindoles has been developed with (R)-binap as a ligand. A wide variety of the desired functionalized oxindoles are smoothly obtained in high yields (up to 99%) with high enantioselectivities (up to 92% ee) and good diastereoselectivities (up to 82:18). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.071

文献信息

• Rhodium-catalyzed Michael addition of arylboronic acids to 3-alkylenyloxindoles: asymmetric synthesis of functionalized oxindoles
  作者：Xiangyang Zhang、Guihua Chen、Peng Cao、Jibing Liu、Jian Liao

  DOI：10.1016/j.tetlet.2011.11.071

  日期：2012.1

  The rhodium-catalyzed diastereo- and enantioselective Michael addition of arylboronic acids to 3-alkyl-enyloxindoles has been developed with (R)-binap as a ligand. A wide variety of the desired functionalized oxindoles are smoothly obtained in high yields (up to 99%) with high enantioselectivities (up to 92% ee) and good diastereoselectivities (up to 82:18). (C) 2011 Elsevier Ltd. All rights reserved.