ethyl 2-amino-2',5-dioxo-5,6-dihydro-spiro[pyrano[3,2-c]quinoline-4,3'-indoline]-3-carboxylate

• 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: ethyl 2-amino-2',5-dioxo-5,6-dihydro-spiro[pyrano[3,2-c]quinoline-4,3'-indoline]-3-carboxylate
• 英文别名: Ethyl 2'-amino-2,5'-dioxo-1,2,5',6'-tetrahydrospiro[indole-3,4'-pyrano[3,2-c]quinoline]-3'-carboxylate；ethyl 2'-amino-2,5'-dioxospiro[1H-indole-3,4'-6H-pyrano[3,2-c]quinoline]-3'-carboxylate
• 化学式: C₂₂H₁₇N₃O₅
• 分子量: 403.394
• InChiKey: ZJZYJNWOCNDKKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  120
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,4-喹啉二醇 、 ethyl (Z)-2-cyano-2-(2-oxoindolin-3-ylidene)acetate 在 三乙胺 作用下， 以 乙醇 为溶剂， 以87%的产率得到ethyl 2-amino-2',5-dioxo-5,6-dihydro-spiro[pyrano[3,2-c]quinoline-4,3'-indoline]-3-carboxylate
  参考文献：
  名称：

  El-Nabi, H. A. Abd, Pharmazie, 1997, vol. 52, # 1, p. 28 - 32

  摘要：

  DOI：

文献信息

• Ultrasound-assisted the three-component synthesis of spiro[4H-pyrano[3,2-c]quinolin-4,3′-indoline]-2′,5(6H)-diones in water
  作者：Shaghyegh Gholizadeh、Koorosh Radmoghadam

  DOI：10.13005/ojc/290450

  日期：2013.12.30

  A simple and efficient synthesis of the titled spirooxindoles was accomplished via the three-component reaction between isatins, 4-hydroxy-2H-quinolin-2-one, and malononitrile or ethylcyanoacetate in aqueous medium under ultrasound irradiation.

  通过超声波辐照下的水相三组分反应，实现了标题螺环噁唑啉的简单高效合成，该反应涉及靛红、4-羟基-2H-喹啉-2-酮与丙二腈或乙基氰基乙酸酯的反应。
• Ambient synthesis of spiro[4H-pyran-oxindole] derivatives under [BMIm]BF4 catalysis
  作者：Kurosh Rad-Moghadam、Leila Youseftabar-Miri

  DOI：10.1016/j.tet.2011.05.077

  日期：2011.8

  A simple and efficient one-pot approach for assembling some fused spiro[4H-pyran-oxindole] heterocycles by means of three-component reactions between isatins, malononitrile or ethyl cyano-acetate, and 1,3-dicarbonyl compounds is reported. The combinatorial syntheses were achieved for the first time without applying extra activation energy at ambient temperature while making use of [BMIm]BF4 as an ionic liquid catalyst. Good functional group tolerance and broad scope of usable substrates are other prominent features of the present methodology. (C) 2011 Elsevier Ltd. All rights reserved.