CAS: 3512-16-1; 2,3,4,5-Tetrafluoropyridine

该化合物是一种氟虫胺衍生物,其特征是高电子退出特性和化学稳定性.该化合物被广泛用作制药和农用化学合成的关键中间体,其四氟结构在核生殖替代和交叉反应中增强了反应性.其基础性和对水解的抗药性低,因此适合在严酷反应条件下应用.此外,多种氟共原子的存在有助于改善亲脂性,促进其在生物活性分子开发中的使用.该化合物的纯度和定义明确的结构确保了专门有机转化的一贯性,使其成为先进的合成化学中有价值的试剂.

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相似化合物

700-16-3 837365-04-5 76469-41-5

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CAS号851178-96-6 4-溴-2,3,5-三氟吡啶 | CAS号700-16-3 五氟吡啶 | CAS号1333-74-0 氢 | CAS号110-86-1 吡啶 | CAS号851179-05-0 (3,5,6-trifluor... | CAS号2875-18-5 2,3,5,6-四氟吡啶 | CAS号76469-41-5 2,3,5-三氟吡啶 | CAS号836-77-1 N-氟代全氟哌啶 | CAS号56154-85-9 1-fluoromethyl-... | CAS号714-37-4 2,2,3,3,4,4,5,5...

合成工艺路线路线简述

  • 合成目标产物 2,3,4,5-Tetrafluoropyridine 主要起始原料 4-Bromo-2,3,5-Trifluoropyridine
  • 700-16-3 = 3512-16-1 + 2875-18-5 + 76469-41-5 + 82878-63-5 + 67815-54-7
    反应条件:1.1 Reagents: Triethylsilane Catalysts: (Oc-6-43)-[1,3-Bis[2,6-Bis(1-Methylethyl)Phenyl]-1,3-Dihydro-2H-Imidazol-2-Ylide... Solvents: Tetrahydrofuran; 19.45 H,343 K
    标题:Catalytic Hydrodefluorination Of Aromatic Fluorocarbons By Ruthenium N-Heterocyclic Carbene Complexes
    作者:Reade,Steven P.; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2009 卷标:131(5) 页码:1847-1861
📜2,3,5,6-四氟吡啶置于potassium Fluoride,正丁基锂,四甲基氯化铵,一水合肼,Copper(II) Sulfate体系中,用 四氢呋喃,乙醇,正己烷,二甲基亚砜 用作溶剂,化学反应 7.0H,反应生成2,3,4,5-四氟吡啶
参考文献:从聚卤代吡啶中除去氟并将氟引入到聚卤代吡啶中:亲核性戊烯取代反应.
标题:从聚卤代吡啶中除去氟并将氟引入到聚卤代吡啶中:亲核性戊烯取代反应.
摘要:从六个工业上可获得的氟化吡啶开始,开发了一种方便的途径来获取所有三个四氟吡啶(2-4),所有六个三氟吡啶(5-10)和五个非商业性二氟吡啶(11-14和16).用于从多氟吡啶中选择性除去氟的方法是通过金属或复合氢化物进行还原,并用肼进行位点选择性置换,然后进行脱氢-脱重氮或脱氢氯化-脱重氮.为了引入额外的氟原子,在进行氯/氟置换过程之前,将合适的前体金属化和氯化.
Doi:10.1002/chem.200400837

海关参考信息

专利信息


专利号:US-5955603-A
优先权日:1992-08-14
标 题 :Porphyrins and porphyrin synthesis techniques
发明人：THERIEN MICHAEL J; DIMAGNO STEPHEN
权利人:UNIV PENNSYLVANIA; UNIV NEBRASKA
摘要:Strapped porphyrins and electron-deficient porphyrins are provided, as well as processes and intermediates for their preparation. In certain embodiments, such compounds are prepared by nucleophilic displacement of leaving groups from methylpyrroles. In other embodiments, such compounds are prepared by condensing pyrrole derivatives and removing water thus formed from the resulting reaction mixture.

专利号:CN-101365457-A
优先权日:2005-12-15
标题:Practical, cost-effective synthesis of ubiquinones

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主要参考文献

参考标题:Chemistry Of Nickel Tetrafluoropyridyl Derivatives: Their Versatile Behaviour With Brønsted Acids And The Lewis Acid Bf3 †
作者:Stephen J. Archibald,Thomas Braun,Joseph A. Gaunt,James E. Hobson,Robin N. Perutz
摘要:Treatment Of Trans-[nif(2-C5Nf4)(Pet3)2] (C5Nf4 = Tetrafluoropyridyl) (1) With Hcl Effects The Formation Of The Air Stable Chloride Complex Trans-[nicl(2-C5Nf4)(Pet3)2] (2). The Reaction Of 2 With Excess Hcl Slowly Yields 2,3,4,5-Tetrafluoropyridine (4). On Reaction Of 4 With [ni(Cod)(Pet3)2], The C-F Activation Product Trans-[nif(2-C5Nf3H)(Pet3)2] (5) Is Formed Instantly. The Bifluoride Compound Trans-[ni(Fhf)(2-C5Nf4)(Pet3)2] (6) Is Obtained On Treatment Of 1 With Et3N.3Hf. Reaction Of 2 With Hbf4 Yields The Binuclear Complex [niclμ-κ2(C,N)-(2-C5Nf4)}(Pet3)]2 (7). The X-Ray Crystal Structure Of 7 Reveals A "Butterfly"-Shaped Dimeric Complex With Square-Planar Coordination At Both Nickel Atoms, With Ni-N Distances Of 1.965(4) And 1.955(4) å And Ni-C Distances Of 1.884(5) And 1.875(5) å. Treatment Of 1 With Bf3.Oet2 In The Presence Of Acetonitrile Yields The Cationic Compound Trans-[ni(2-C5Nf4)(Ncme)(Pet3)2]Bf4 (8), While Reaction Of Trans-[ni(Otf)(2-C5Nf4)(Pet3)2] (3) With Nabar′4 And Acetonitrile Gives Trans-[ni(2-C5Nf4)(Ncme)(Pet3)2]Bar′4 (9) [ar′ = 3,5-C6H3(Cf3)2]. The Studies Reported In This Paper Provide Methods For The Synthesis Of Tetrafluoropyridines Substituted In The 2-Position And Demonstrate The Behaviour Of Nickel Derivatives With Brønsted Acids And The Lewis Acid Bf3.

合成参考文献


参考文献:10.1007/978-3-030-63713-2_50
摘要:Weaver JD, Overfield R. Selective Defluorination Induced by Photoactive Metallocomplexes. 2022. In: Springer Handbooks.
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