5',7'-dimethyl-5-nitrospiro[1H-indole-3,2'-5,7,9-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),3(8),11,13,15-pentaene]-2,4',6',17'-tetrone | 1258795-67-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 5',7'-dimethyl-5-nitrospiro[1H-indole-3,2'-5,7,9-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),3(8),11,13,15-pentaene]-2,4',6',17'-tetrone
• CAS: 1258795-67-3
• 化学式: C₂₃H₁₅N₅O₆
• 分子量: 457.402
• InChiKey: QPGFFESIWZCJDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  34
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  145
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,3-茚满二酮 、 1,3-二甲基-6-氨基脲嘧啶 、 5-硝基靛红 以 乙醇 为溶剂， 反应 3.0h， 以89%的产率得到5',7'-dimethyl-5-nitrospiro[1H-indole-3,2'-5,7,9-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),3(8),11,13,15-pentaene]-2,4',6',17'-tetrone
  参考文献：
  名称：

  简单的三组分方法合成螺茚并[ 1,2- b ]吡啶并[2,3 - d ]嘧啶-5,3'-二氢吲哚

  摘要：

  螺啶[1,2- b ]吡啶基[2,3 - d ]嘧啶-5,3'-二氢吲哚和螺ac烯-1,4'-indeno-1,5'-的高效，简单且无催化剂的合成据报道，在回流的乙醇中，通过1，3-茚满二酮，氨基尿嘧啶和靛红或ena-1,2-二酮的三组分反应生成吡啶并[2,3- d ]嘧啶。

  DOI：

  10.1021/co1000053

文献信息

• Simple Three-Component Method for the Synthesis of Spiroindeno[1,2-<i>b</i>]pyrido[2,3-<i>d</i>]pyrimidine-5,3′-indolines
  作者：Ghazaleh Imani Shakibaei、Afsaneh Feiz、Hamid Reza Khavasi、Ali Abolhasani Soorki、Ayoob Bazgir

  DOI：10.1021/co1000053

  日期：2011.1.10

  An efficient, simple, and catalyst-free synthesis of spiroindeno[1,2-b]pyrido[2,3-d]pyrimidine-5,3′-indolines and spiroacenaphthylene-1,4′-indeno-1,5′-pyrido[2,3-d]pyrimidines by the three-component reaction of 1,3-indandione, amino uracils and isatins or acenaphthylene-1,2-dione in refluxing ethanol is reported.

  螺啶[1,2- b ]吡啶基[2,3 - d ]嘧啶-5,3'-二氢吲哚和螺ac烯-1,4'-indeno-1,5'-的高效，简单且无催化剂的合成据报道，在回流的乙醇中，通过1，3-茚满二酮，氨基尿嘧啶和靛红或ena-1,2-二酮的三组分反应生成吡啶并[2,3- d ]嘧啶。
• One-pot synthesis of indeno-fused spirooxindoles catalyzed by SBA-Oxime-Zn
  作者：Sayed Ghorbani、Mohammad Hashemi

  DOI：10.13005/ojc/31.special-issue1.22

  日期：2015.10.30

  An extremely efficient catalytic protocol for the synthesis of spirooxindole derivatives via a one-pot three component approach in the presence of SBA-Oxime-Zn, as a heterogeneous catalyst using water as a green solvent is reported. The catalyst exhibited excellent catalytic activity, and the proposed methodology is capable of providing the desired products in good yield and short reaction time. After reaction course, the catalyst can be recycled and reused without any apparent loss of activity which makes this process cost effective and hence eco-friendly.
• Sonosynthesis of spiroindolines using functionalized SBA-15
  作者：Seyyed Mohammad Ebrahimi、Ali Kareem Abbas、Hossein Shahbazi-Alavi、Javad Safaei-Ghomi、Atefeh Bakhtiari、Raheleh Teymuri

  DOI：10.1007/s11164-021-04506-7

  日期：2021.10

  Functionalized SBA-15 (immobilization of Pd on the modified SBA-15) has been used as an efficient catalyst for the preparation of spiroindolines by multi-component reactions of isatins, cyclic-1,3-diketones, and 6-amino-1,3-dimethyluracil under ultrasonic irradiation in water. The catalyst has been characterized by X-ray diffraction spectroscopy (XRD), field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), energy-dispersive X-ray spectroscopy (EDX), X-ray photoelectron spectroscopy (XPS), Fourier transform infrared spectroscopy (FT-IR), N2 adsorption analysis, temperature-programmed desorption (TPD), and thermogravimetric analysis (TGA). The advantages of this method include the reusability of the catalyst, low catalyst loading, excellent yields in short reaction times and easy separation of products, and use of ultrasonic irradiation as a valuable and powerful technology.

  功能化SBA-15（在修饰的SBA-15上固定钯）已被用作通过异吲哚酮、环状-1,3-二酮和6-氨基-1,3-二甲基尿嘧啶在水中超声辐照下的多组分反应高效制备螺环吲哚啉的催化剂。该催化剂通过X射线衍射光谱（XRD）、场发射扫描电子显微镜（FE-SEM）、透射电子显微镜（TEM）、能谱X射线光谱（EDX）、X射线光电子光谱（XPS）、傅里叶变换红外光谱（FT-IR）、氮气吸附分析、程序升温脱附（TPD）和热重分析（TGA）进行了表征。该方法的优势包括催化剂的可重复使用性、低催化剂负载量、短时间内优异的产率、产品易于分离以及将超声辐照作为一项有价值且强大的技术。