ethyl 2'-amino-3'-cyano-6'-methyl-2-oxospiro[indoline-3,4'-pyran]-5'-carboxylate | 1188263-35-5

• 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-3'-cyano-6'-methyl-2-oxospiro[indoline-3,4'-pyran]-5'-carboxylate
• 英文别名: 5'-acetyl-2'-amino-6'-ethoxy-2-oxospiro[1H-indole-3,4'-pyran]-3'-carbonitrile
• CAS: 1188263-35-5
• 化学式: C₁₇H₁₅N₃O₄
• 分子量: 325.324
• InChiKey: NVQXTUKUJPXNKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 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：

  靛红 、 乙酰乙酸乙酯 、 丙二腈 在 magnesia 作用下， 以 水 为溶剂， 反应 2.0h， 以87%的产率得到ethyl 2'-amino-3'-cyano-6'-methyl-2-oxospiro[indoline-3,4'-pyran]-5'-carboxylate
  参考文献：
  名称：

  纳米晶MgO催化在水介质中清洁方便地合成螺菌毒素

  摘要：

  使用碱性纳米晶体MgO催化剂在水性条件下，已经证明了一种有效的和生态友好的方法，该方法可与熔融的四氢苯并二氢萘合成螺硫辛醇。该方法已用于以优异的产率和选择性合成具有可变功能的一系列化合物。

  DOI：

  10.1016/j.tetlet.2012.07.030

文献信息

• An efficient one-pot three-component reaction for synthesis of spirooxindole derivatives in water media under catalyst-free condition
  作者：Li-Qin Zhao、Bo Zhou、Yi-Qun Li

  DOI：10.1002/hc.20723

  日期：2011.9

  An efficient, clean, and environmentally benign synthesis of spirooxindole derivatives by one-pot three-component reaction of isatins, malononitrile, and carbonyl compound in the absence of catalysis in water was described. A variety of spirooxindole derivatives were obtained with excellent yields within short reaction time. This novel protocol has the advantages of convenient operation, low cost,

  描述了在没有催化作用的情况下，通过靛红、丙二腈和羰基化合物的一锅三组分反应，高效、清洁和环境友好地合成螺吲哚衍生物。在很短的反应时间内以优异的产率获得了多种螺羟吲哚衍生物。这种新颖的协议具有操作方便、成本低、环境友好的优点。© 2011 Wiley Periodicals, Inc. 杂原子化学 22:673–677, 2011; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20723
• Immobilization of 1,4-Diazabicyclo[2.2.2]Octane (DABCO) over Mesoporous Silica SBA-15: An Efficient Approach for the Synthesis of Functionalized Spirochromenes
  作者：Robabeh Baharfar、Razieh Azimi

  DOI：10.1080/00397911.2013.789527

  日期：2014.1.2

  Immobilized 1,4-diazabicyclo[2.2.2]octane (DABCO) over mesoporous silica SBA-15 has been found to be an efficient heterogeneous base catalyst for the synthesis of biologically active functionalized spirochromene derivatives via three-component reaction of isatins/acenaphthoquinone, activated methylene reagents, and 1,3-dicarbonyl compounds in aqueous media. This ecofriendly protocol offers several advantages such as a cost-effective procedure with excellent yield, short reaction time, simple workup, recovery and reusability of catalyst, good functional group tolerance, and broad scope of usable substrates. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
• A clean and expedient synthesis of spirooxindoles in aqueous media catalyzed over nanocrystalline MgO
  作者：Bikash Karmakar、Anupam Nayak、Julie Banerji

  DOI：10.1016/j.tetlet.2012.07.030

  日期：2012.9

  An efficient and eco-friendly method for the synthesis of spirooxindoles with fused tetrahydrochromenes has been demonstrated using basic nanocrystalline MgO catalyst in aqueous condition. The method has been applied for the synthesis of a range of compounds with variable functionalities in excellent yield and selectivity.

  使用碱性纳米晶体MgO催化剂在水性条件下，已经证明了一种有效的和生态友好的方法，该方法可与熔融的四氢苯并二氢萘合成螺硫辛醇。该方法已用于以优异的产率和选择性合成具有可变功能的一系列化合物。