4-(3-aminobenzoyl)-3-(4-methoxyphenyl)-1'-methylspiro[2H-furan-5,3'-indole]-2'-one | 1485432-38-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-(3-aminobenzoyl)-3-(4-methoxyphenyl)-1'-methylspiro[2H-furan-5,3'-indole]-2'-one
• CAS: 1485432-38-9
• 化学式: C₂₆H₂₂N₂O₄
• 分子量: 426.472
• InChiKey: WDYVFIKZRIIBIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  81.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-甲基靛红 、 3-氨基苯乙炔 、 alpha-溴-4-甲氧基苯乙酮 在 indium(III) bromide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 21.0h， 以88%的产率得到4-(3-aminobenzoyl)-3-(4-methoxyphenyl)-1'-methylspiro[2H-furan-5,3'-indole]-2'-one
  参考文献：
  名称：

  An InBr3 catalyzed one-pot three-component synthesis of functionalized spirodihydrofuran oxindoles via intramolecular alkyne carbonyl metathesis

  摘要：

  A new and convenient one-pot methodology for the reaction of N-methyl isatin, alkynes and phenacyl bromides to selectively afford Spiro dihydrofuran oxindole derivatives catalyzed by indium bromide under ambient temperature conditions has been documented. The method has been applied for the synthesis of a range of compounds with variable functionalities in good to excellent yields (76-92%). The significant advantages of this protocol are highlighted by excellent yields, cleaner reaction profiles and avoidance of expensive catalysts. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.09.122

文献信息

• An InBr3 catalyzed one-pot three-component synthesis of functionalized spirodihydrofuran oxindoles via intramolecular alkyne carbonyl metathesis
  作者：I.R. Siddiqui、Rahila、Shayna Shamim、Pragati Rai、Shireen、Malik A. Waseem、Afaf A.H. Abumhdi

  DOI：10.1016/j.tetlet.2013.09.122

  日期：2013.12

  A new and convenient one-pot methodology for the reaction of N-methyl isatin, alkynes and phenacyl bromides to selectively afford Spiro dihydrofuran oxindole derivatives catalyzed by indium bromide under ambient temperature conditions has been documented. The method has been applied for the synthesis of a range of compounds with variable functionalities in good to excellent yields (76-92%). The significant advantages of this protocol are highlighted by excellent yields, cleaner reaction profiles and avoidance of expensive catalysts. (C) 2013 Elsevier Ltd. All rights reserved.