2-[1-(4-fluorobenzyl)-1H-1,2,3-triazol-4-yl]propan-2-ol | 1133862-72-2

• 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-[1-(4-fluorobenzyl)-1H-1,2,3-triazol-4-yl]propan-2-ol
• 英文别名: 2-[1-[(4-Fluorophenyl)methyl]triazol-4-yl]propan-2-ol；2-[1-[(4-fluorophenyl)methyl]triazol-4-yl]propan-2-ol
• CAS: 1133862-72-2
• 化学式: C₁₂H₁₄FN₃O
• mdl: MFCD27297496
• 分子量: 235.261
• InChiKey: AMLZBDNOXDSZQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-甲基-3-丁炔-2-醇 、 1-(叠氮基甲基)-4-氟苯 在 bis[1-(4-sodiumsulfonatepropyl)-3-(2,4,6-trimethylphenyl)-4,5-dihydroimidazolyl-3-ylidine]copper(I) hexafluorophosphate 作用下， 以 neat (no solvent) 为溶剂， 反应 3.5h， 以98%的产率得到2-[1-(4-fluorobenzyl)-1H-1,2,3-triazol-4-yl]propan-2-ol
  参考文献：
  名称：

  Water-soluble NHC-Cu catalysts: applications in click chemistry, bioconjugation and mechanistic analysis

  摘要：

  一系列新型双(NHC)铜(i)催化剂使得在水性介质中通过均相和/或非均相催化条件，生产具有不同取代模式和生物共轭的三唑类化合物，通过“点击”化学方法。

  DOI：

  10.1039/c4ob01350f

文献信息

• Water-soluble NHC-Cu catalysts: applications in click chemistry, bioconjugation and mechanistic analysis
  作者：Heriberto Díaz Velázquez、Yara Ruiz García、Matthias Vandichel、Annemieke Madder、Francis Verpoort

  DOI：10.1039/c4ob01350f

  日期：——

  A series of novel bis(NHC) Cu(i) catalysts enables the production of triazoles with different substitution patterns and bioconjugation via “click” chemistry under homogeneous and/or heterogeneous catalytic conditions in aqueous media.

  一系列新型双(NHC)铜(i)催化剂使得在水性介质中通过均相和/或非均相催化条件，生产具有不同取代模式和生物共轭的三唑类化合物，通过“点击”化学方法。
• Synthesis and characterization of a new Cu(II)-ionic macrocycle Schiff base complex and its use as an efficient catalyst in one pot-multicomponent Click Synthesis of 1,2,3-Triazoles in water
  作者：Mahrokh Razzaghi Kamroudi、Gholamhossein Grivani

  DOI：10.1016/j.inoche.2023.111467

  日期：2023.12

  base macrocycle Cu(II) complex(LCu) was synthesized by the reaction of L and CuCl2 in methanol in reflux conditions. All the synthesized compounds were characterized via different analytical and spectral methods. The catalytic activity of the LCu complex was investigated in the click reaction and different reaction parameters such as solvent effect, reaction temperature and the catalyst amount were optimized

  通过1,2-双((1H-咪唑-1-基)甲基)苯和5-(氯甲基)-2-羟基苯甲醛在乙腈中回流条件下反应合成了新型离子二醛(DA)。DA和乙二胺在甲醇中在回流条件下反应，合成了新的离子席夫碱大环(L)。以L与CuCl 2在甲醇中回流条件下反应合成了新型离子席夫碱大环Cu(II)配合物( LCu )。所有合成的化合物均通过不同的分析和光谱方法进行表征。LCu的催化活性研究了配合物在点击反应中的作用，并对溶剂效应、反应温度和催化剂用量等不同反应参数进行了优化。结果表明，在催化量的LCu存在下，在70℃下，以水为绿色溶剂，获得了较高的反应产率。然后不同的炔烃、卤代烷和NaN 3在催化量的LCu存在下在最佳条件下反应，有效地转化为相关的1,2,3-三唑。
• Copper/HP20: Novel and Polymer-Supported Copper Catalyst for Huisgen Cycloaddition
  作者：Hironao Sajiki、Yoshiaki Kitamura、Kazumi Taniguchi、Tomohiro Maegawa、Yasunari Monguchi、Yukio Kitade

  DOI：10.3987/com-08-s(f)56

  日期：——

  A polymer-supported copper catalyst (Cu/HP20) is easily prepared in water and effectively catalyzed the Huisgen cycloaddition between azides and terminal alkynes.
• [EN] GROUP 9 TRANSITION METAL CATALYSTS AND PROCESS FOR USE OF SAME<br/>[FR] CATALYSEURS À MÉTAL DE TRANSITION DU GROUPE 9 ET PROCÉDÉ D'UTILISATION DE CEUX-CI
  申请人：GUANG MING INNOVATION COMPANY WUHAN

  公开号：WO2014172885A1

  公开（公告）日：2014-10-30

  This invention relates to group 9 transition metal catalysts and process for use of the catalysts in alkyne-azide cycloaddition (Click reaction), in reaction utilizing CO2 as a carbon feedstock to react with epoxides to produce cyclic or polycarbonate products and in reactions utilizing CO2 as a carbon feedstock to react with terminal alkynes to produce carboxylic acids. The catalyst compounds of the invention are represented by the formula (I) wherein M is a Group 9 metal; X is an anionic ligand; L is a two electron donor ligand bearing two ionic groups (G); and by the formula (II) wherein M is a group 9 metal; L1 and L2 are two-electron donor ligands each bearing one ionic group (G) and A - is anion. The present invention also relates to an easy applicable catalyst synthesis and the application in different click-processes, different reactions involving CO2 and their different application fields. The invention has utility in the fields of catalysis, organic synthesis, polymer chemistry, and industrial and fine chemicals chemistry.
• Cu/HP20-Catalyzed Solvent-Free Huisgen Cycloaddition at Ordinary Temperatures
  作者：Hironao Sajiki、Yoshiaki Kitamura、Kazumi Taniguchi、Tomohiro Maegawa、Yasunari Monguchi、Yukio Kitade

  DOI：10.3987/com-13-s(s)6

  日期：——

  We have developed an environmentally friendly and highly efficient solvent-free Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction using a polymer-supported copper catalyst (Cu/HP20). Substrates poorly soluble in common organic solvents are also applicable to the present cycloaddition reaction without any solvents and provide the corresponding 1,4-triazole in high yields.