ethyl 2'-amino-5-chloro-3'-cyano-6'-propyl-2-oxo-spiro[indoline-3,4'-pyran]-5'-carboxylate | 332103-92-1

• 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: ethyl 2'-amino-5-chloro-3'-cyano-6'-propyl-2-oxo-spiro[indoline-3,4'-pyran]-5'-carboxylate
• 英文别名: Ethyl 6'-amino-5-chloro-5'-cyano-2-oxo-2'-propyl-1,2-dihydrospiro[indole-3,4'-pyran]-3'-carboxylate；ethyl 6'-amino-5-chloro-5'-cyano-2-oxo-2'-propylspiro[1H-indole-3,4'-pyran]-3'-carboxylate
• CAS: 332103-92-1
• 化学式: C₁₉H₁₈ClN₃O₄
• 分子量: 387.823
• InChiKey: RDYOXLJHMBIHPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氯靛红 、 丁酰乙酸乙酯 、 丙二腈 在 1-butyl-3-methylimidazolium Tetrafluoroborate 作用下， 反应 0.03h， 以92%的产率得到ethyl 2'-amino-5-chloro-3'-cyano-6'-propyl-2-oxo-spiro[indoline-3,4'-pyran]-5'-carboxylate
  参考文献：
  名称：

  Ambient synthesis of spiro[4H-pyran-oxindole] derivatives under [BMIm]BF4 catalysis

  摘要：

  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.

  DOI：

  10.1016/j.tet.2011.05.077

文献信息

• 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.