16687-60-8Relevant articles and documents
Tetrazoles: LI. Synthesis of 5-substituted tetrazoles under microwave activation
Myznikov,Roh,Artamonova,Hrabalek,Koldobskii
, p. 765 - 767 (2007)
Reaction of nitriles with sodium azide in the presence of ZnCl2 under microwave activation (MWA) leads to the formation of 5-tetrazoles in high yields; therewith the process is 2-3 times shorter than the inactivated reaction. Nauka/Interperiodica 2007.
Efficient synthesis of 5-substituted 1H-tetrazoles catalysed by silver(I) bis(trifluoromethanesulfoyl)nimide
Wang, Hongshe,Zhao, Weixing
, p. 321 - 323 (2015)
An efficient method is developed for the synthesis of 5-substituted 1H-tetrazoles through the [3 + 2] cycloaddition reaction of nitriles with sodium azide using silver(I) bis(trifluoromethanesulfonyl)imide (AgNTf2) as a catalyst. This procedure provides mild reaction conditions, short reaction times and high yields.
A tetrazolate-based coordination complex with novel 3D structure and catalytic property
Liu, Pei-Jiang,Ma, Dong-Sheng,Xiao, Dan,Hou, Guang-Feng
, p. 158 - 160 (2013)
Hydrothermal reaction of 5-(4-nitrophenyl)-2H-tetrazole [H(4-nptz)] and CuCl generates a novel complex Cu(4-nptz). In complex (1), the tetrahedral Cu(I) cations are linked by μ4-4-nptz ligands into a 4-connected 3D framework with sra topology.
Click synthesis of 5-substituted 1H-tetrazoles from aldehydes, hydroxylamine, and [bmim]N3 via one-pot, three-component reaction
Heravi, Majid M.,Fazeli, Azadeh,Oskooie, Hossein A.,Beheshtiha, Yahya S.,Valizadeh, Hassan
, p. 2927 - 2930 (2012)
An easy and efficient one-pot, three-component method for the synthesis of 5-substituted 1H-tetrazole derivatives, via the reaction of aldehydes, hydroxylamine, and [bmim]N3, is reported. Georg Thieme Verlag KG · Stuttgart · New York.
Methionine-Coated Fe3O4 Nanoparticles: An Efficient and Reusable Nanomagnetic Catalyst for the Synthesis of 5-Substituted 1H-Tetrazoles
Abbasi, R.,Karimian, A.,Namvar-Mhaboub, M.
, p. 1646 - 1653 (2020)
Abstract: Methionine-coated Fe3O4 nanoparticles, a magnetically reusable and environmentally friendly heterogeneous catalyst, was synthesized. The new catalyst was characterized by FT-IR spectra, XRD, SEM, and EDX analysis and was us
Humic acid as an efficient and reusable catalyst for one pot three-component green synthesis of 5-substituted 1: H -tetrazoles in water
Wang, Hongshe,Wang, Yichun,Han, Yinfeng,Zhao, Weixing,Wang, Xiaomei
, p. 784 - 789 (2019)
Humic acid is a non toxic, inexpensive, easily available high-molecular weight polymer. A simple and facile one pot three-component synthesis of 5-substituted 1H-tetrazoles from aldehydes, hydroxyamine hydrochloride and sodium azide using humic acid as an efficient catalyst in water is described. The method reported has several advantages such as high to excellent yields, easy work-up, mild reaction conditions, use of water as a green solvent, and a commercially available, nontoxic and reusable catalyst.
The mineral alum: an effective and low-cost heterogeneous catalyst for the successful synthesis of 5-substituted-1H-tetrazoles
Karimian, Azam,Emarloo, Nahid,Salari, Samira
, p. 91 - 100 (2021)
A simple, efficient, and green procedure for the synthesis of 5-substituted-1H-tetrazoles via [3 + 2] cycloaddition reaction of nitriles with sodium azide is described. The reaction was catalyzed by natural and mesoporous alum nanoparticles (NPs) in DMSO
An efficient Cu/functionalized graphene oxide catalyst for synthesis of 5-substituted 1H-tetrazoles
Kulkarni, Padmakar A.,Satpati, Ashis Kumar,Thandavarayan, Maiyalagan,Shendage, Suresh S.
, p. 2891 - 2899 (2021)
The copper nanoparticles (Cu NPs) and amide functionalized graphene oxide (Cu-Amd-RGO) catalyst were prepared. This prepared catalyst (Cu-Amd-RGO) used for the synthesis of tetrazole derivatives. The catalyst (Cu-Amd-RGO) was characterized by field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FTIR), and X-ray diffraction analysis (XRD). The average particle size of Cu was found to be 7.6?nm. The Cu-Amd-RGO catalyst exhibited excellent catalytic activity and recyclability for synthesis of tetrazoles.
One pot three-component synthesis of 5-substituted 1H-tetrazole from aldehyde
Mitra, Bijeta,Mukherjee, Suvodip,Pariyar, Gyan Chandra,Ghosh, Pranab
, p. 1385 - 1389 (2018)
A versatile, robust and efficient strategy for the synthesis of vast range of highly functionalized 5-substituted 1H-tetrazole derivatives by using one pot three-component synthesis from various aldehydes, hydroxylamine hydrochloride and sodium azide in p
Direct conversion of aldehydes to amides, tetrazoles, and triazines in aqueous media by one-pot tandem reactions
Shie, Jiun-Jie,Fang, Jim-Min
, p. 1158 - 1160 (2003)
A variety of aldehydes reacted with iodine in ammonia water at room temperature to give the nitrile intermediates, which were trapped by addition of hydrogen peroxide, sodium azide, or dicyandiamide to produce their corresponding amides, tetrazoles, and 1,3,5-triazines in modest to high yields. The one-pot tandem reactions were conducted in water media, and the products were obtained simply by extraction or filtration.
A practical multigram-scale method for the green synthesis of 5-substituted-1H-tetrazoles in deep eutectic solvent
Xiong, Xingquan,Yi, Chao,Liao, Xu,Lai, Shilin
, p. 402 - 406 (2019)
A series of 5-substituted-1H-tetrazoles have been efficiently synthesized in moderate to excellent yields (68–90%) under mild reaction conditions by combining aryl aldehydes, hydroxylamine hydrochloride with sodium azide in the presence of catalytic amoun
Unprecedented formation of a μ-oxobridged polymeric copper(II) complex: Evaluation of catalytic activity in synthesis of 5-substituted 1H-tetrazoles
Layek, Samaresh,Ganguly, Rakesh,Pathak, Devendra D.
, p. 16 - 22 (2018)
The reaction of CuCl2·2H2O with Schiff base ligand, 4-[(2-hydroxy-3-methoxybenzylidene)amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3-one] (hmdpH), in 1:1 molar ratio led to a novel and unprecedented oxo-bridged polymeric copper (II) complex, [Cu(μ-O) (hmdp)]n. The complex was isolated as crystalline solid and characterized by FTIR, UV–visible and EPR spectroscopic techniques. The molecular structure of the complex was also determined by single crystal X-ray diffraction studies. The formation of the complex is unique and unprecedented in the sense that one of the CH3 group of the 4-aminoantipyrene unit of the Schiff base ligand is oxidized in situ to CH2OH, during the complex formation. The catalytic potential of the complex has been demonstrated in the synthesis of a series of 5-substituted 1H-tetrazoles via [3 + 2]-cycloaddition reactions of substituted benzonitriles and sodium azide in ethylene glycol.
The anchoring of a Cu(ii)-salophen complex on magnetic mesoporous cellulose nanofibers: green synthesis and an investigation of its catalytic role in tetrazole reactions through a facile one-pot route
Bagherzade, Ghodsieh,Ghamari kargar, Pouya
, p. 19203 - 19220 (2021/06/03)
Today, most synthetic methods are aimed at carrying out reactions under more efficient conditions and the realization of the twelve principles of green chemistry. Due to the importance and widespread applications of tetrazoles in various industries, especially in the field of pharmaceutical chemistry, and the expansion of the use of nanocatalysts in the preparation of valuable chemical reaction products, we decided to use an (Fe3O4@NFC@NSalophCu)CO2H nanocatalyst in this project. In this study, the synthesis of the nanocatalyst (Fe3O4@NFC@NSalophCu)CO2H was explained in a step-by-step manner. Confirmation of the structure was obtained based on FT-IR, EDX, FE-SEM, TEM, XRD, VSM, DLS, TGA, H-NMR, and CHNO analyses. The catalyst was applied to the synthesis of 5-substituted-1H-tetrazole and 1-substituted-1H-tetrazole derivatives through multi-component reactions (MCRs), and the performance was assessed. With advances in science and technology and increasing environmental pollution, the use of reagents and methods that are less dangerous for the environment has received much attention. Therefore, following green chemistry principles, with the help of the (Fe3O4@NFC@NSalophCu)CO2H salen complex as a nanocatalyst that is recyclable, cheap, safe, and available, the use of water as a green solvent, and reduced reaction times, the synthesis of tetrazoles can be achieved.
Fe3O4@L-lysine-Pd(0) organic–inorganic hybrid: As a novel heterogeneous magnetic nanocatalyst for chemo and homoselective [2 + 3] cycloaddition synthesis of 5-substituted 1H-tetrazoles
Ashraf, Muhammad Aqeel,Liu, Zhenling,Li, Cheng,Zhang, Dangquan
, (2020/12/23)
An efficient and sustainable synthetic protocol has been presented to synthesis and 5-substituted 1H-tetrazole privileged heterocyclic substructures. The synthetic protocol involves two-component reaction between aryl nitriles and NaN3 in water using complex of L-lysine-palladium nanoparticles (NPs) modified Fe3O4 nanoparticles as magnetically separable, recyclable, and reusable heterogeneous catalyst. Magnetically retrievable L-lysine-Pd(0) modified Fe3O4 nanoparticles were applied in [2 + 3] cycloaddition synthesis of 5-substituted 1H-tetrazoles. The advantages of this strategy include easy recovery and efficient reusability of the expensive Pd NPs, obtaining high yields of [2 + 3] cycloaddition, short reaction times, and all of the reported synthetic strategies are being performed in water as green solvent for a wide range of substrates.