1-benzyl-5-(4-bromo-phenyl)-1H-[1,2,3]triazole | 1447974-48-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-benzyl-5-(4-bromo-phenyl)-1H-[1,2,3]triazole
• 英文别名: 1-Benzyl-5-(4-bromophenyl)triazole；1-benzyl-5-(4-bromophenyl)triazole
• CAS: 1447974-48-2
• 化学式: C₁₅H₁₂BrN₃
• 分子量: 314.184
• InChiKey: KNBGYRJYVGDRLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-bromo-β-nitrostyrene 、 苄基叠氮 在 bismuth tungstate 作用下， 以 水 为溶剂， 反应 5.0h， 以83%的产率得到1-benzyl-5-(4-bromo-phenyl)-1H-[1,2,3]triazole
  参考文献：
  名称：

  Synthesis of functionalized 1,2,3-triazoles using Bi₂WO₆ nanoparticles as efficient and reusable heterogeneous catalyst in aqueous medium

  摘要：

  功能化三唑的区域选择性合成是通过使用Bi₂WO₆纳米颗粒（10 mol％）和β-硝基苯乙烯、苯乙炔和查尔酮与叠氮化物的点击条件相结合实现的。

  DOI：

  10.1039/c5ra09544a

文献信息

• Regioselective synthesis of functionalized 1,2,3-triazoles via oxidative [3+2]-cycloaddition using Zn(OAc)2 - tBuOOH or ZnO nanoparticle as catalyst system in aqueous medium
  作者：Banoth Paplal、Sakkani Nagaraju、Balasubramanian Sridhar、Dhurke Kashinath

  DOI：10.1016/j.catcom.2017.05.006

  日期：2017.8

  The regioselective synthesis of functionalized pyrazole˗1,2,3-triazoles is reported via oxidative [3 + 2]-cycloaddition reactions of azides with β-nitrostyrenes and chalcone derivatives using Zn(OAc)2 - tBuOOH or ZnO nanoparticles as catalyst system in aqueous medium. The catalyst dependent product selectivity was observed with β-nitrostyrenes to give the triazoles with and without -NO2 group Zn(OAc)2

  官能pyrazole˗1,2,3三唑的区域选择性合成报道通过氧化[3 + 2]使用的Zn（OAc）β-硝基苯乙烯和查耳酮衍生物的叠氮化物-环反应2 -吨BuOOH或ZnO纳米颗粒作为催化剂体系在水性介质中。用β-硝基苯乙烯观察到催化剂依赖性的产物选择性，得到具有和不具有-NO 2基团Zn（OAc）2和ZnO纳米颗粒的三唑。查耳酮选择性地使三唑作为唯一产物具有良好的区域选择性。所得产物分别进一步转化为磺酰胺和恶唑。
• A recyclable ruthenium(ii) complex supported on magnetic nanoparticles: a regioselective catalyst for alkyne–azide cycloaddition
  作者：Dong Wang、Lionel Salmon、Jaime Ruiz、Didier Astruc

  DOI：10.1039/c3cc43048k

  日期：——

  A magnetically separable ruthenium catalyst was synthesized through immobilizing a pentamethylcyclopentadienyl ruthenium complex on iron oxide nanoparticles. The catalyst is highly active and selective for the synthesis of 1,5-disubstituted 1,2,3-trizoles via cycloaddition of alkynes and organic azides and can be recycled at least 5 times.

  通过将五甲基环戊二烯基钌络合物固定在氧化铁纳米颗粒上来合成可磁分离的钌催化剂。该催化剂对炔烃和有机叠氮化物的环加成反应具有很高的活性，对合成1,5-二取代的1,2,3-三唑具有选择性，可循环使用至少5次。
• A tunable route to oxidative and eliminative [3+2] cycloadditions of organic azides with nitroolefins: CuO nanoparticles catalyzed synthesis of 1,2,3-triazoles under solvent-free condition
  作者：D. Gangaprasad、J. Paul Raj、T. Kiranmye、R. Sasikala、K. Karthikeyan、S. Kutti Rani、J. Elangovan

  DOI：10.1016/j.tetlet.2016.06.004

  日期：2016.7

  A regioselective and tunable synthesis of 1,5-disubstituted 1,2,3-triazloles from oxidative and eliminative [3+2] cycloadditions of nitroolefins and organic azides under solvent-free condition in the presence and absence of commercially available CuO nanoparticle catalyst is described. In the presence of the catalyst under solvent-free condition, nitro group is retained in the product while it gets eliminated in the absence of the catalyst. (C) 2016 Elsevier Ltd. All rights reserved.