6,7-dihydro-6,6-dimethyl-2-phenyl-9-(4-fluorophenyl)-[1,2,4]-triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)-trione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6,7-dihydro-6,6-dimethyl-2-phenyl-9-(4-fluorophenyl)-[1,2,4]-triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)-trione
• 英文别名: 9-(4-fluorophenyl)-6,6-dimethyl-2-phenyl-6,7-dihydro-[1,2,4]triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)-trione；9-(4-fluorophenyl)-6,6-dimethyl-2-phenyl-6,7-dihydro[1,2,4]triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)trione；9(4-fluorophenyl)6,6-dimethyl-2-phenyl-6,7-dihydro[1,2,4]triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)trione；5-(4-fluorophenyl)-8,8-dimethyl-2-phenyl-7,9-dihydro-5H-[1,2,4]triazolo[1,2-a]indazole-1,3,6-trione
• 化学式: C₂₃H₂₀FN₃O₃
• 分子量: 405.429
• InChiKey: VUCFARRCPKHMAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-苯基脲唑 、 对氟苯甲醛 、 5,5-二甲基-1,3-环己二酮 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 作用下， 反应 0.5h， 以89%的产率得到6,7-dihydro-6,6-dimethyl-2-phenyl-9-(4-fluorophenyl)-[1,2,4]-triazolo[1,2-a]indazole-1,3,8(2H,5H,9H)-trione
  参考文献：
  名称：

  Tetrakis(acetonitrile)copper(I) Hexafluorophosphate as an Efficient Catalyst for the Synthesis of Triazolo[1,2-a]indazole-1,3,8-trione and 2Hindazolo[2,1-b]phthalazine-trione Derivatives

  摘要：

  四(乙腈)铜(I)六氟磷酸盐，[Cu(CH3CN)4]PF6，被探索作为一种有效的催化剂，促进芳醛、双甲酮和乌拉唑或邻苯二甲酰肼的三组分反应，得到相应的三唑并[1,2分别以高产率制备-a]吲唑-1,3,8-三酮和2H-吲唑并[2,1-b]二氮杂萘-三酮衍生物。反应在80-100℃、无溶剂条件下进行。该催化剂很容易由可用且廉价的材料制备，并通过简单过滤从反应中定量回收，并重复使用多次循环，活性几乎一致

  DOI：

  10.2174/157017812800221807

文献信息

• Novel ionic liquid <i>N,N</i>-diethyl-<i>N</i>-sulfoethanaminium hydrogen sulfate: Design, characterization, and application as a highly efficient catalyst for the production of triazolo[1,2-<i>a</i>]indazole-triones and 2<i>H</i>-indazolo[2,1-<i>b</i>]phthalazine-triones
  作者：Abdolkarim Zare、Fatemeh Masihpour

  DOI：10.1080/10426507.2016.1149853

  日期：2016.8.2

  mass data. Then, its catalytic activity was examined for the preparation of triazolo[1,2-a]-indazole-triones and 2H-indazolo[2,1-b]phthalazine-triones by the one-pot multi-component condensation of arylaldehydes with dimedone and 4-phenylurazole/2,3-dihydrophthalazine-1,4-dione under solvent-free conditions. [Et3N-SO3H]HSO4 efficiently promoted the reaction to afford the products in high yields and

  图形摘要 摘要合成了一种新型布朗斯台德酸性离子液体，即 N,N-二乙基-N-磺胺硫酸氢盐 ([Et3N-SO3H]HSO4)，并使用 FT-IR、1H NMR、13C NMR 和质谱数据进行表征。然后，通过芳醛与二甲酮的一锅多组分缩合反应制备三唑并[1,2-a]-吲唑-三酮和2H-吲唑并[2,1-b]酞嗪-三酮的催化活性和 4-苯基脲唑/2,3-二氢酞嗪-1,4-二酮在无溶剂条件下。[Et3N-SO3H]HSO4 有效地促进了反应，以高产率和短反应时间提供了产物。
• Highly efficient synthesis of triazolo[1,2-a]indazole-triones and novel spiro triazolo[1,2-a]indazole-tetraones under solvent-free conditions
  作者：Alireza Hasaninejad、Abdolkarim Zare、Mohsen Shekouhy

  DOI：10.1016/j.tet.2010.11.029

  日期：2011.1

  A new, convenient, and high yielding procedure for the synthesis of triazolo[1,2-a]indazole-triones by the condensation reaction between dimedone, aryl aldehydes, and ueazoles in the presence of a catalytic amount of sulfonated polyethylene glycol (PEG-SO3H) as a highly stable and reusable eco-friendly degradable polymeric catalyst is described under solvent-free conditions. This procedure has also

  为三唑的合成中的新的，方便，和高产过程[1,2一]吲唑三酮在磺化聚乙二醇的催化量的双甲酮存在下，芳基醛和ueazoles之间的缩合反应（PEG-在无溶剂条件下描述了作为高度稳定且可重复使用的生态友好型可降解聚合物催化剂的SO 3 H）。该方法也已经成功地用于合成新型螺三唑[1,2 - a ]吲唑-四酮。
• Quinuclidine Stabilized on FeNi₃Nanoparticles as Catalysts for Efficient, Green, and One-Pot Synthesis of Triazolo[1,2-<i>a</i>]indazole-triones
  作者：Seyed Mohsen Sadeghzadeh

  DOI：10.1002/cplu.201300341

  日期：2014.2

  A new magnetically separable catalyst consisting of quinuclidin-3-thiol supported on propylsilane-functionalized silica-coated FeNi3 nanoparticles (FeNi3 /quinuclidine) has been prepared. The synthesized catalyst was characterized by powder X-ray diffraction, transmission electron microscopy, vibrating sample magnetometry, thermogravimetric analysis, and Fourier transform infrared spectroscopy. The

  制备了一种新的磁性可分离催化剂，该催化剂由载于丙基硅烷官能化二氧化硅涂层的FeNi3纳米粒子（FeNi3 /奎尼丁）上的奎宁环素3-硫醇组成。通过粉末X射线衍射，透射电子显微镜，振动样品磁力分析，热重分析和傅里叶变换红外光谱对合成的催化剂进行了表征。固定化的FeNi3 /奎尼丁被证明是在室温下无溶剂条件下合成三唑并[1,2-a]吲唑-三酮的有效多相催化剂。通过简单的磁倾析法可以很容易地回收催化剂，并且可以循环使用几次而不会显着降低催化活性。
• A multicomponent reaction on a ‘free’ KCC-1 catalyst at room temperature under solvent free conditions by visible light
  作者：Seyed Mohsen Sadeghzadeh

  DOI：10.1039/c6ra11480f

  日期：——

  A green and efficient method for the synthesis of various triazolo[1,2-a]indazole-triones under mild conditions is reported. The reported synthesis includes several advantages like being solvent free, operational simplicity, short reaction times, environmentally benign reaction conditions, cost effectiveness, high atom economy, and excellent yields, making it a genuinely green protocol.

  报道了一种在温和条件下合成各种三唑并[1,2 - a ]吲唑-三酮的绿色有效方法。报道的合成方法包括无溶剂，操作简便，反应时间短，对环境无害的反应条件，成本效益，高原子经济性和优异的收率等诸多优点，使其成为真正的绿色方案。
• Glycerol: a more benign and biodegradable promoting medium for catalyst-free one-pot multi-component synthesis of triazolo[1,2-a]indazole-triones
  作者：Mohsen Shekouhy、Abdollah Masoudi Sarvestani、Soheila Khajeh、Ali Khalafi-Nezhad

  DOI：10.1039/c5ra13805a

  日期：——

  The one-pot three component synthesis of triazolo[1,2-a]indazole-triones was conducted successfully under catalyst-free conditions in glycerol as a benign, nontoxic and biodegradable promoting medium.

  三元组件合成三唑并[1,2-a]吲哚三酮在无催化剂条件下成功地在甘油中进行，甘油是一种良性、无毒且可生物降解的促进介质。