5'-bromo-8,8-dimethyl-8,9-dihydrospiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone | 1132760-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃嘧啶类
• 英文名称: 5'-bromo-8,8-dimethyl-8,9-dihydrospiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone
• 英文别名: 5-bromo-8',8'-dimethylspiro[1H-indole-3,5'-7,9-dihydro-1H-chromeno[2,3-d]pyrimidine]-2,2',4',6'-tetrone
• CAS: 1132760-06-5
• 化学式: C₂₀H₁₆BrN₃O₅
• 分子量: 458.268
• InChiKey: PGQPOYFNYFDNIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  29
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  114
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 5-溴靛红 、 5,5-二甲基-1,3-环己二酮 在 C₇H₁₂F₆N₂P 作用下， 反应 0.25h， 以95%的产率得到5'-bromo-8,8-dimethyl-8,9-dihydrospiro[chromeno[2,3-d]pyrimidine-5,3'-indoline]-2,2',4,6(1H,3H,7H)-tetraone
  参考文献：
  名称：

  明矾（KAl（SO4）2·12H2O）催化的多组分转化：在离子液体介质中合成功能化螺[chromeno [2,3-d]嘧啶-5,3'-二氢吲哚]-四酮的简单，高效和绿色路线

  摘要：

  发现在明矾（KAl（SO 4）2 ·12H 2 O）作为催化剂存在下15分钟将Isatin，巴比妥酸和环己烷-1,3-二酮衍生物组合使用是一种合适且有效的方法螺[ chromeno [2,3 - d ]嘧啶-5,3'-二氢吲哚]-四酮的合成。

  DOI：

  10.1002/cjoc.201280014

文献信息

• Silica-bonded 1,4-diaza-bicyclo[2.2.2]octane-sulfonic acid chloride catalyzed synthesis of spiropyran derivatives
  作者：Ahmad Reza Moosavi-Zare、Mohammad Ali Zolfigol、Ehsan Noroozizadeh、Rasoul Salehi-Moratab、Mahmoud Zarei

  DOI：10.1016/j.molcata.2016.04.021

  日期：2016.8

  Abstract In this research, a novel nanostructured heterogeneous catalyst, namely silica-bonded 1,4-diaza-bicyclo[2.2.2]octane-sulfonic acid chloride (SBDBSAC), as an acidic ionic liquid based on 1,4-diaza-bicyclo[2.2.2]octane ring bonded to silica has been prepared and fully characterized by several techniques such as fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), thermogravimetric

  摘要 本研究以 1,4-二氮杂-双环为基础的酸性离子液体，即二氧化硅键合的 1,4-二氮杂-双环[2.2.2]辛烷-磺酰氯 (SBDBSAC) 为新型纳米结构多相催化剂。 [2.2.2] 与二氧化硅键合的辛烷环已通过傅里叶变换红外光谱 (FT-IR)、X 射线衍射 (XRD)、热重分析 (TGA)、差示热重 (DTG) 等多种技术制备并充分表征、扫描电子显微镜 (SEM)、透射电子显微镜 (TEM) 和能量色散 X 射线分析 (EDX)。纳米结构催化剂已被成功地用作可重复使用的纳米结构催化剂，用于绿色、
• One-pot three-component synthesis of functionalized spirooxindoles in gluconic acid aqueous solution
  作者：Rui-Yun Guo、Ping Wang、Guo-Dong Wang、Li-Ping Mo、Zhan-Hui Zhang

  DOI：10.1016/j.tet.2012.12.081

  日期：2013.2

  A general, efficient, and green method for one-pot synthesis of functionalized spirooxindoles through three-component condensation reaction of isatins, cyclohexane-1,3-diones, and barbituric acids is described employing gluconic acid aqueous solution (GAAS) as a novel reaction medium and catalyst. The reaction medium could be recycled and reused several times without significant loss of its efficiency

  描述了一种利用葡糖酸水溶液（GAAS）通过靛红，环己烷-1,3-二酮和巴比妥酸的三组分缩合反应一锅合成官能化螺硫辛醇的通用，有效且绿色的方法。介质和催化剂。反应介质可以循环使用多次，而不会显着降低其效率。
• MnFe₂O₄@NH₂@2AB-Ni: a novel, highly active, stable and magnetically recoverable nanocatalyst and use of this heterogeneous catalyst in green synthesis of spirooxindoles in water
  作者：Hossein Naeimi、Zahra Rashid、Amir-Hassan Zarnani、Ramin Ghahremanzadeh

  DOI：10.1039/c4nj01182a

  日期：——

  In this research, superparamagnetic manganese ferrite nanoparticles were synthesized following a co-precipitation method, and subsequently coated with 3-aminopropyltriethoxysilane (APTES) through a silanization reaction. Manganese ferrite nanoparticles afforded bidentate ligands as a result of the reaction between isatoic anhydride and amino-functionalized MnFe2O4. The amino-functionalized nanoparticles were treated with nickel acetate, giving the immobilized nickel complex. Finally, catalytic properties of the prepared nanoparticles were examined by a green synthesis of spirooxindoles in water and they showed excellent catalytic activity. Recovery of the catalyst was simply achieved by applying an external permanent magnet. The isolated catalyst was reused for new reaction runs without significant loss of catalytic activity.

  在这项研究中，采用共沉淀法合成了超顺磁性锰铁氧体纳米颗粒，并通过硅烷化反应用3-氨丙基三乙氧基硅烷（APTES）进行了包覆。锰铁氧体纳米颗粒由于异苯酸酐与氨基功能化MnFe2O4之间的反应而赋予了双齿配体。氨基功能化的纳米颗粒与醋酸镍反应，形成了固定化的镍复合物。最后，通过在水中绿色合成脊环氧喹啉，考察了所制备纳米颗粒的催化性质，结果表明它们具有优异的催化活性。催化剂的回收只需应用外部永久磁铁即可轻松实现。分离的催化剂在新的反应中重复使用，没有显著降低催化活性。
• One-Pot, Three-Component Synthesis of a Library of Spirooxindole-Pyrimidines Catalyzed by Magnetic Nanoparticle Supported Dodecyl Benzenesulfonic Acid in Aqueous Media
  作者：Jia Deng、Li-Ping Mo、Fei-Yang Zhao、Zhan-Hui Zhang、Shou-Xin Liu

  DOI：10.1021/co3000264

  日期：2012.5.14

  Dodecyl benzenesulfonic acid functionalized silica-coated magnetic nanoparticles (gamma-Fe2O3@SiO2-DDBSA) were readily prepared and identified as an efficient catalyst for the synthesis of a library of spirooxindole-pyrimidine derivatives by three-component condensation reaction of barbituric acids, isatins and cyclohexane-1,3-diones. The aqueous reaction medium, easy recovery of the catalyst using an external magnet, and high yields make the protocol sustainable and economic.
• Alum (KAl(SO4)2·12H2O) Catalyzed Multicomponent Transformation: Simple, Efficient, and Green Route to Synthesis of Functionalized Spiro[chromeno[2,3-d]pyrimidine-5,3′-indoline]-tetraones in Ionic Liquid Media
  作者：Mojtaba Mirhosseini Moghaddam、Ayoob Bazgir、Akhondi Mohammad Mehdi、Ramin Ghahremanzadeh

  DOI：10.1002/cjoc.201280014

  日期：2012.3

  The combination of isatin, barbituric acid, and cyclohexane‐1,3‐dione derivatives in the presence of alum (KAl(SO4)2·12H2O) as a catalyst for 15 min was found to be a suitable and efficient method for the synthesis of spiro[chromeno[2,3‐d]pyrimidine‐5,3′‐indoline]‐tetraones.

  发现在明矾（KAl（SO 4）2 ·12H 2 O）作为催化剂存在下15分钟将Isatin，巴比妥酸和环己烷-1,3-二酮衍生物组合使用是一种合适且有效的方法螺[ chromeno [2,3 - d ]嘧啶-5,3'-二氢吲哚]-四酮的合成。