2,3,4,13-tetrahydro-3,3-dimethyl-13-(3-phenoxyphenyl)-1H-indazolo[1,2-b]phthalazine-1,6,11-trione | 1235563-43-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3,4,13-tetrahydro-3,3-dimethyl-13-(3-phenoxyphenyl)-1H-indazolo[1,2-b]phthalazine-1,6,11-trione
• 英文别名: 3,3-dimethyl-13-(3-phenoxyphenyl)-4,13-dihydro-2H-indazolo[1,2-b]phthalazine-1,6,11-trione
• CAS: 1235563-43-5
• 化学式: C₂₉H₂₄N₂O₄
• 分子量: 464.521
• InChiKey: GZWVCWQPEFZRPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  邻苯二甲酰肼 、 5,5-二甲基-1,3-环己二酮 、 间苯氧基苯甲醛 在 柠檬酸 作用下， 反应 0.33h， 以84%的产率得到2,3,4,13-tetrahydro-3,3-dimethyl-13-(3-phenoxyphenyl)-1H-indazolo[1,2-b]phthalazine-1,6,11-trione
  参考文献：
  名称：

  Application of citric acid as highly efficient and green organocatalyst for multi-component synthesis of indazolo[2,1-b]phthalazine-triones

  摘要：

  以柠檬酸为高效绿色有机催化剂，高效催化了芳基醛与二甲基酮和邻苯二甲酰肼的缩合反应，产率高且时间短。

  DOI：

  10.1007/s13738-012-0193-1

文献信息

• Solvent-free, sonochemical, one-pot, four-component synthesis of 2H-indazolo[2,1-b]phthalazine-triones and 1H-pyrazolo[1,2-b]phthalazine-diones catalyzed by Fe3O4@SiO2-imid-PMAn magnetic nanoparticles
  作者：Mohsen Esmaeilpour、Jaber Javidi、Fatemeh Nowroozi Dodeji、Saeed Zahmatkesh

  DOI：10.1007/s11164-016-2462-6

  日期：2021.6

  A practical and green method for the synthesis of 2H-indazolo[2,1-b]phthalazine-triones and 1H-pyrazolo[1,2-b]phthalazine-diones using Fe3O4@SiO2-imid-PMAn nanoparticles as an eco-friendly magnetic catalyst from the four-component condensation, solvent-free reaction of phthalic anhydride, hydrazinium hydroxide, 1,3-diketones, and aldehydes under thermal or ultrasound irradiation at room temperature

  一种使用 Fe 3 O 4 @SiO 2 -imid-PMA合成 2 H -吲唑并[2,1- b ]酞嗪三酮和 1 H -吡唑并[1,2- b ]酞嗪二酮的实用绿色方法n描述了纳米粒子作为一种环保磁性催化剂，来自邻苯二甲酸酐、氢氧化肼、1,3-二酮和醛的四组分缩合、无溶剂反应，在室温下进行热或超声辐照。这种新方法具有显着的优点，例如操作简单、产率高、反应时间短以及没有任何繁琐的后处理或纯化。此外，催化剂的热稳定性、易于制备和分离使其成为一种良好的多相体系，是其他多相催化剂的有用替代品。此外，催化剂可以很容易地通过磁场回收并重复使用八个连续的反应循环而不会显着损失活性。
• Pentaerythritol as efficient H-bonding organocatalyst for synthesis of indazolo[2,1-b]phthalazine-trione derivatives
  作者：Shohreh Farahmand、Roya Ayazi-Nasrabadi、Mohammad Mokhlesi、Mohammad Ali Zolfigol

  DOI：10.1007/s11164-019-03821-4

  日期：2019.7

  Pentaerythritol was applied as an effective, biodegradable, nontoxic, mild, and commercially available H-bonding organocatalyst for synthesis of indazolo[2,1-b]phthalazine-trione derivatives via one-pot three-component condensation of aromatic aldehydes, phthalhydrazide, and dimedone under thermal solvent-free conditions in high to excellent yield.

  季戊四醇被用作一种有效，可生物降解，无毒，温和且可商购的氢键有机催化剂，用于通过芳族醛，邻苯二甲酰肼和三乙胺的一锅三组分缩合反应合成吲哚并[2,1 - b ]邻苯二嗪三酮衍生物。在无热溶剂的条件下，二甲酮的产率高至优异。
• Preparation, characterization and catalytic activity of dendrimer-encapsulated phosphotungstic acid nanoparticles immobilized on nanosilica for the synthesis of 2H-indazolo[2,1-b]phthalazine-triones under solvent-free or sonochemical conditions
  作者：Mohsen Esmaeilpour、Jaber Javidi、Farzaneh Dehghani

  DOI：10.1007/s13738-015-0782-x

  日期：2016.4

  In this paper, we adopt a facile method to prepare a type of porous silica nanoparticles (n-SiO2) from tetraethyl orthosilicate as the source of silica. Then, dendritic polymer supported on nanosilica with surface amino groups was fabricated. Finally, H3PW12O40 nanoparticles (PWAn) were synthesized by the treatment of H3PW12O40 powder with n-Octane as solvent by a solvothermal method and then immobilized onto the dendrimer polymer functionalized nanosilica. The synthesized nanostructures were characterized by fourier transform infrared (FT-IR), X-ray diffraction (XRD), thermogravimetric analysis (TGA), dynamic light scattering (DLS), N2 adsorption–desorption isotherm analysis, UV–Vis and elemental analysis. The morphology of the catalyst was characterized using transmission electron microscopes (TEM). The acidity of the catalyst was determined by FTIR pyridine adsorption spectroscopy. Then, this catalytic system was used as an efficient catalyst for the synthesis of 2H-indazolo[2,1-b]phthalazine-triones via multi-component and one-pot reactions of various aldehydes, phthalic anhydride, hydrazinium hydroxide, and dimedone under thermal solvent-free conditions or ultrasound irradiation at room temperature. Also, the catalyst can be easily recovered and reused for six consecutive reaction cycles without significant loss of activity.

  本文采用一种简便的方法，以正硅酸四乙酯为硅源制备了一种多孔纳米二氧化硅（n-SiO2）。然后，在纳米二氧化硅上制备了带有表面氨基的树枝状聚合物。最后，以正辛烷为溶剂，通过溶热法处理 H3PW12O40 粉末，合成了 H3PW12O40 纳米粒子（PWAn），并将其固定在树枝状聚合物功能化的纳米二氧化硅上。傅立叶变换红外（FT-IR）、X 射线衍射（XRD）、热重分析（TGA）、动态光散射（DLS）、N2 吸附-解吸等温线分析、紫外-可见光和元素分析对合成的纳米结构进行了表征。使用透射电子显微镜（TEM）对催化剂的形态进行了表征。催化剂的酸度是通过傅立叶变换红外吡啶吸附光谱测定的。然后，该催化体系被用作一种高效催化剂，用于在室温下无溶剂热条件或超声辐照条件下，通过各种醛、邻苯二甲酸酐、氢氧化肼和二甲基酮的多组分和一锅反应合成 2H-吲唑并[2,1-b]酞嗪三酮类化合物。此外，该催化剂可轻松回收并重复使用，连续反应六个循环而不会明显丧失活性。
• Ultrasound-promoted catalyst-free one-pot four component synthesis of 2H-indazolo[2,1-b]phthalazine-triones in neutral ionic liquid 1-butyl-3-methylimidazolium bromide
  作者：Mohsen Shekouhy、Alireza Hasaninejad

  DOI：10.1016/j.ultsonch.2011.07.011

  日期：2012.3

  A catalyst-free one-pot four component methodology for the synthesis of 2H-indazolo[2,1-b]phthalazine-triones under ultrasonic irradiation at room temperature using 1-butyl-3-methylimidazolium bromide, [Bmim]Br, as a neutral reaction medium is described. A broad range of structurally diverse aldehydes (aromatic aldehydes bearing electron withdrawing and/or electron releasing groups as well as heteroaromatic

  在室温下，以1-丁基-3-甲基咪唑鎓溴化物[Bmim] Br为原料，在室温下超声辐照下合成2H-吲唑并[2,1-b]酞嗪-三酮的无催化剂一锅四组分方法。描述了中性反应介质。已成功应用了多种结构多样的醛（带有吸电子和/或电子释放基团的芳族醛以及杂芳族醛），并以良好至极好的收率获得了相应的产物，而没有任何副产物。
• Highly efficient three-component synthesis of 1H-indazolo[1,2-b]phthalazinetrione derivatives catalyzed by heteropolyacids
  作者：Hong-Juan Wang、Xiao-Nan Zhang、Zhan-Hui Zhang

  DOI：10.1007/s00706-010-0283-7

  日期：2010.4

  Efficient one-pot condensation of aldehyde, dimedone, and phthalhydrazide has been achieved in the presence of a catalytic amount of tungstosilicic acid under solvent-free conditions. A variety of 1H-indazolo[1,2-b]phthalazinetrione derivatives were prepared in high to excellent yields in short time.