1,3',3',6',6'-pentamethyl-1,1',2,2',3',4',5',6',7',8'-decahydrospiro[indole-3,9'-xanthene]-1',2,8'-trione | 1093239-11-2

• 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: 1,3',3',6',6'-pentamethyl-1,1',2,2',3',4',5',6',7',8'-decahydrospiro[indole-3,9'-xanthene]-1',2,8'-trione
• 英文别名: 1,3',3',6',6'-pentamethyl-3',4',6',7'-tetrahydrospiro[indoline-3,9'-xanthene]-1',2,8'(2'H,5'H)-trione；1',3,3,6,6-Pentamethylspiro[2,4,5,7-tetrahydroxanthene-9,3'-indole]-1,2',8-trione
• CAS: 1093239-11-2
• 化学式: C₂₅H₂₇NO₄
• 分子量: 405.494
• InChiKey: PHFQPQALBHRRBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-甲基靛红 、 5,5-二甲基-1,3-环己二酮 在 对甲苯磺酸 作用下， 以 水 为溶剂， 反应 30.0h， 以67%的产率得到1,3',3',6',6'-pentamethyl-1,1',2,2',3',4',5',6',7',8'-decahydrospiro[indole-3,9'-xanthene]-1',2,8'-trione
  参考文献：
  名称：

  A Clean Synthesis of Spiro[indoline-3,9'-xanthene]trione Derivatives

  摘要：

  报告了一种简单、清洁、高效的方法，通过二酮与异噻吩或苊在水介质中的缩合反应，合成螺[吲哚啉-3,9′-氧杂蒽]三酮衍生物和螺[苊-1,9′-氧杂蒽]-1′,2,8′(2′H,5′H)-三酮。

  DOI：

  10.1248/cpb.56.1328

文献信息

• Highly efficient and green synthesis of spiro[indoline-3,9′-xanthene]trione and spiro[chromene-4,3′-indoline]-3-carbonitrile derivatives in water catalyzed by graphene oxide-supported dicationic ionic liquid
  作者：Nipun Patel、Unnati Patel、Abhishek Dadhania

  DOI：10.1007/s11164-021-04405-x

  日期：2021.6

  highly efficacious synthetic route has been developed for the synthesis of spiro[indoline-3,9′-xanthene]trione and spiro[chromene-4,3′-indoline]-3-carbonitrile derivatives using graphene oxide-supported dicationic ionic liquid (DIL@GO) as a heterogeneous catalyst in aqueous media. Targeted spiro[indoline-3,9′-xanthene]trione derivatives were synthesized via one-pot condensation of substituted isatins

  在本文中，开发了一种温和且高效的合成路线，用于使用氧化石墨烯合成螺[吲哚啉-3,9'-吨]三酮和螺[chromene-4,3'-吲哚啉] -3-腈负载的阳离子型离子液体（DIL @ GO）作为水性介质中的非均相催化剂。通过取代的靛红与1,3-二酮化合物（1,3-环己二酮/二甲酮）和螺[色烯-4,3'的一锅缩合反应，合成了靶向的螺[吲哚啉-3,9'-x吨]三酮衍生物-二氢吲哚] -3-腈衍生物是通过取代的靛红，丙二腈和可烯丙基的CH活化化合物（2-羟基萘-1,4-二酮/二甲酮）的一锅反应合成的。DIL @ GO催化剂在所有测试的反应中均表现出出色的催化能力，并在较短的反应时间内获得了优异的最终产物分离产率。另外，催化剂的非均质性质有助于通过离心分离催化剂，并且其具有可保留活性的多达五个连续反应循环的可重复使用性使该方法更为有利且对环境无害。 图形摘要
• Zinc(II)‐poly(urea‐formaldehyde) supported on magnetic nanoparticles: A hybrid nanocatalyst for green synthesis of spiropyrans, spiroxanthenes, and spiropyrimidines
  作者：Mohammad Ali Bodaghifard、Zahra Mousavi

  DOI：10.1002/aoc.5859

  日期：2020.10

  Zinc‐poly(urea‐formaldehyde) supported on magnetic nanoparticles (MNPs@SiO2@PUF@Zn) was successfully used for the synthesis of spirooxindolopyran and spirooxindoloxanthene derivatives in aqueous medium as an environmentally benign condition. High yields, short reaction times, green solvent, reusability without significant reduction in catalytic activity, and simple separation of the catalyst using an external magnet

  将金属离子固定在无机载体上具有非常有趣的生物学，工业和催化应用。在这项研究中，通过将醋酸锌固定在磁性CoFe 2 O 4 @SiO 2上负载的聚脲甲醛表面上，成功制造了CoFe 2 O 4 @SiO 2 @ PUF @ Zn（OAc）2纳米结构。纳米颗粒通过一层一层的组装。杂化纳米颗粒的结构通过傅里叶变换红外光谱，X射线衍射，热重分析，能量色散X射线光谱，电感耦合等离子体原子发射光谱，振动样品磁力分析，Brunauer-Emmett-Teller表面积分析，扫描进行表征电子显微镜和透射电子显微镜。磁性纳米颗粒（MNPs @ SiO 2）上负载的锌-聚（脲醛）（PUF @ Zn）作为一种环境友好的条件，已成功地用于在水性介质中合成螺并氧杂并吡喃和螺并恶多恶并蒽衍生物。该方法的优点是高收率，较短的反应时间，绿色溶剂，可重用性而不会显着降低催化活性，使用外磁体简单地分离催化剂以及环境相容性。
• Fe₃ O₄ @Propylsilane@Histidine[HSO₄ ^- ] magnetic nanocatalysts: Synthesis, characterization and catalytic application for highly efficient synthesis of xanthene derivatives
  作者：Seyyedeh Masoumeh Mousavifar、Hassan Kefayati、Shahab Shariati

  DOI：10.1002/aoc.4242

  日期：2018.4

  identifiy the histidine ionic liquids/magnetite nanoparticles (HILMNPs). The catalytic activity of synthesized HILMNPs was appraised for the synthesis of 9‐aryl‐1,8‐dioxooctahydroxanthene and spiro[indoline‐3,9′‐xanthene]trione derivatives. The activity of HILMNPs was much better than the other reported heterogeneous and homogeneous catalysts. Furthermore, the prepared catalyst could be separated from

  Fe 3 O 4磁性纳米颗粒（MNPs）的表面被氯丙基硅烷和组氨酸修饰。咪唑基团制备的Fe 3 ö 4 @丙基硅烷@组氨酸的MNP转化成硫酸氢咪唑鎓基和Fe 3 ö 4 @丙基硅烷@组氨酸[HSO 4 -成功地制备了一种新型的环保离子液体/磁铁矿纳米粒子。FT-IR，XRD，SEM和TEM仪器用于鉴定组氨酸离子液体/磁铁矿纳米颗粒（HILMNPs）。评价了合成的HILMNP的催化活性，以合成9-芳基-1,8-二氧杂八氢oct吨和螺[吲哚啉-3,9'-an吨]三酮衍生物。HILMNPs的活性远远优于其他报道的非均相和均相催化剂。此外，可以从反应混合物中分离出制备的催化剂，并重复使用四次，而活性没有明显损失。
• Zinc oxide surface: a versatile nanoplatform for solvent-free synthesis of diverse isatin derivatives
  作者：Jagatheeswaran Kothandapani、Asaithampi Ganesan、Ganesh Kumar Mani、Arockia Jayalatha Kulandaisamy、John Bosco Balaguru Rayappan、Subramaniapillai Selva Ganesan

  DOI：10.1016/j.tetlet.2016.06.094

  日期：2016.8

  the surface of nanostructured zinc oxide gave 3,3-bis(indolyl)indolin-2-one and xanthene derivatives with excellent yields. Both Lewis acidic (Zn2+) and basic (O2−) sites on the surface of zinc oxide were utilized to perform the aforementioned transformations. The significance of surface catalysis was further proved by performing the experiment with surface masked zinc oxide. The developed zinc oxide

  在纳米结构的氧化锌表面上进行的多组分反应以优异的产率得到了3,3-双（吲哚基）吲哚-2-酮和x吨衍生物。氧化锌表面上的路易斯酸性位点（Zn 2+）和碱性位点（O 2-）均用于执行上述转化。通过使用表面掩蔽的氧化锌进行实验，进一步证明了表面催化的重要性。所开发的氧化锌纳米催化剂可重复使用多达五次，而活性没有明显损失。
• Low melting oxalic acid dihydrate: proline mixture as dual solvent/catalyst for synthesis of spiro[indoline-3,9′-xanthene]trione and dibarbiturate derivatives
  作者：D.R. Chandam、A.A. Patravale、S.D. Jadhav、M.B. Deshmukh

  DOI：10.1016/j.molliq.2017.05.070

  日期：2017.8

  A simple, proficient and an elegant synthetic route for the synthesis of spiroxanthene and dibarbiturate derivatives has been developed under the umbrella of green chemistry. The operational simplicity, good to excellent product yields, easy workup procedures and non-chromatographic purification procedure are remarkable features of this protocol. Furthermore, the use of low transition temperature mixture as green reaction medium reduces burden on environment and makes the present method environmentally sustainable. The calculated values of green chemistry metrics are found to be in well agreement with ideal values signifying greenness of developed protocol. (C) 2017 Elsevier B.V. All rights reserved.