(R)-1-methyl-4'-phenyl-5-(trifluoromethoxy)-1'H-spiro[indoline-3,2'-naphtho[2,3-h]quinoline]-2,7',12'-trione | 1427273-46-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (R)-1-methyl-4'-phenyl-5-(trifluoromethoxy)-1'H-spiro[indoline-3,2'-naphtho[2,3-h]quinoline]-2,7',12'-trione
• 英文别名: (2R)-1'-methyl-4-phenyl-5'-(trifluoromethoxy)spiro[1H-naphtho[2,3-h]quinoline-2,3'-indole]-2',7,12-trione
• CAS: 1427273-46-8
• 化学式: C₃₂H₁₉F₃N₂O₄
• 分子量: 552.509
• InChiKey: TYLIGEQVQBHXKD-WJOKGBTCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  41
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  氨基-9,10-蒽二酮 、 苯乙炔 、 1-methyl-5-(trifluoromethoxy)indoline-2,3-dione 在 copper(II) bis(trifluoromethanesulfonate) 、 copper(l) chloride 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以39%的产率得到(R)-1-methyl-4'-phenyl-5-(trifluoromethoxy)-1'H-spiro[indoline-3,2'-naphtho[2,3-h]quinoline]-2,7',12'-trione
  参考文献：
  名称：

  Unusual reactivity of 1-aminoanthraquinone in copper catalyzed multicomponent reaction with isatins and aryl alkynes: synthesis and photophysical properties of regioisomeric fluorescent 3-spiroheterocyclic 2-oxindoles

  摘要：

  Unusual reactivity of 1-aminoanthraquinone with a number of isatins and aryl alkynes in a copper catalyzed multicomponent reaction afforded a novel, highly conjugated, and separable regioisomers of 3-spiroheterocyclic 2-oxindoles in excellent combined yield. Both the regioisomers exhibited considerable optical properties and found as fluorescence materials. Based on experimental observation, a plausible reaction mechanism has been proposed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.02.037