2,4,6-三(4-氟苯基)吡啶 | 41855-53-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2,4,6-三(4-氟苯基)吡啶
• 英文名称: 2,4,6-tris(4-fluorophenyl)pyridine
• CAS: 41855-53-2
• 化学式: C₂₃H₁₄F₃N
• 分子量: 361.366
• InChiKey: KZDLZTDZYLSWIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  452.4±40.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  DL-4-氟苯甘氨酸 、 4-氟苯乙酮 在 吡啶 、 碘 作用下， 反应 12.0h， 以74%的产率得到2,4,6-三(4-氟苯基)吡啶
  参考文献：
  名称：

  Molecular Iodine-Mediated Chemoselective Synthesis of Multisubstituted Pyridines through Catabolism and Reconstruction Behavior of Natural Amino Acids

  摘要：

  A new process has been developed for the selective construction of 2,6-disubstituted, 2,4,6-trisubstituted, and 3,5-disubstituted pyridines based on the catabolism and reconstruction behaviors of amino acids. Molecular iodine was used as a tandem catalyst to trigger the decarboxylation deamination of amino acids and to promote the subsequent formation of the pyridine products.

  DOI：

  10.1021/acs.orglett.5b03037

文献信息

• Synthesis of Kröhnke pyridines through iron-catalyzed oxidative condensation/double alkynylation/amination cascade strategy
  作者：Kovuru Gopalaiah、Renu Choudhary

  DOI：10.1016/j.tet.2021.132429

  日期：2021.10

  protocol for the synthesis of symmetrical and unsymmetrical 2,4,6-trisubstituted pyridines via oxidative cascade annulation of arylacetylenes with benzylamines has been developed. The reaction proceeds smoothly utilizing iron(II) triflate as a catalyst and molecular oxygen as an oxidant with broad substrate scope. Mechanistic studies reveal that the reaction may be experiences an oxidative condensation

  已经开发了一种通过芳基乙炔与苄胺的氧化级联环化合成对称和不对称 2,4,6-三取代吡啶的有效方案。该反应以三氟甲磺酸铁（II）为催化剂，分子氧为氧化剂，底物范围广。机理研究表明，该反应可能经历氧化缩合，然后是双炔化和胺化过程。
• HOTf-catalyzed sustainable one-pot synthesis of benzene and pyridine derivatives under solvent-free conditions
  作者：Xu Zhang、Zhiqiang Wang、Kun Xu、Yuquan Feng、Wei Zhao、Xuefeng Xu、Yanlei Yan、Wei Yi

  DOI：10.1039/c5gc02747k

  日期：——

  Herein a versatile HOTf-catalyzed and solvent-free system for highly efficient one-pot synthesis of privileged benzene and pyridine derivatives has been developed using ketones and ketones with amines as simple substrates,...

  本文使用酮和酮与胺作为简单底物，开发了一种通用的HOTf催化和无溶剂体系，用于高效一锅法合成优先的苯和吡啶衍生物。
• Novel pyridine compounds, process for their preparation and compositions containing them
  申请人：Pal Manojit

  公开号：US20060084644A1

  公开（公告）日：2006-04-20

  The present invention provides new heterocyclic compounds, particularly substituted pyridines, methods and compositions for making and using these heterocyclic compounds, and methods for treating a variety of diseases and disease states, including atherosclerosis, arthritis, restenosis, diabetic nephropathy, or dyslipidemia, or disease states mediated by the low expression of Perlecan.

  本发明提供了新的杂环化合物，特别是取代的吡啶，制备和使用这些杂环化合物的方法和组合物，以及治疗各种疾病和疾病状态的方法，包括动脉粥样硬化、关节炎、再狭窄、糖尿病肾病或血脂异常，或由Perlecan低表达介导的疾病状态。
• Copper catalysed oxidative cascade deamination/cyclization of vinyl azide and benzylamine for the synthesis of 2,4,6-triarylpyridines
  作者：Rana Chatterjee、Swadhapriya Bhukta、Kishore Kumar Angajala、Rambabu Dandela

  DOI：10.1039/d3ob00625e

  日期：——

  A highly efficient one-pot method for the synthesis of 2,4,6-triaryl pyridines has been developed via cascade deamination and annulation. Copper triflate and molecular iodine easily promoted the oxidative cyclization reaction of vinyl azide and benzylamine to access a wide variety of substituted pyridine substrates under an oxygen atmosphere. The presence of benzyl amine enables the cyclization process

  通过级联脱氨和环化，开发了一种高效的一锅法合成 2,4,6-三芳基吡啶。三氟甲磺酸铜和分子碘很容易促进叠氮化乙烯和苄胺的氧化环化反应，从而在氧气气氛下获得多种取代的吡啶底物。苄胺的存在通过提供芳基官能团和氮源来实现环化过程。此外，具有良好官能团耐受性的广泛底物、避免外部氧化剂、优异的产品收率、操作简单和温和的条件是本方案的显着优点。
• Synthesis of Multisubstituted Pyridines
  作者：Zhi He、Dennis Dobrovolsky、Piera Trinchera、Andrei K. Yudin

  DOI：10.1021/ol303246b

  日期：2013.1.18

  By utilizing amino allenes, aldehydes, and aryl iodides as readily available building blocks, a simple and modular synthesis of multisubstituted pyridines with flexible control over the substitution pattern has been achieved. The method employs a two-step procedure involving the preparation of "skipped" allenyl imines and a subsequent palladium-catalyzed cyclization.