Synthesis Of 5-substituted 1H-tetrazoles Research Articles

Ordered mesoporous MCM-41 containing cobalt ferrite as high-performance catalyst in the synthesis of 5-substituted 1H-tetrazoles and oxidation of sulfides

Ordered mesoporous MCM-41 containing cobalt ferrite as high-performance catalyst in the synthesis of 5-substituted 1H-tetrazoles and oxidation of sulfides

Fe3O4@SiO2@SBA-3@CPTMS@Arg-Cu: preparation, characterization, and catalytic performance in the conversion of nitriles to amides and the synthesis of 5-substituted 1H-tetrazoles.

A novel, efficient, and recyclable mesoporous Fe3O4@SiO2@SBA-3@CPTMS@Arg-Cu nanocatalyst was synthesized by grafting l-arginine (with the ability to coordinate with Cu) onto a mixed phase of a magnetic mesoporous SBA-3 support. The catalyst was characterized using several techniques, including Fourier-transform infrared (FT-IR) spectroscopy, thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), X-ray diffraction (XRD) analysis, N2 adsorption-desorption analysis, scanning electron microscopy (SEM), X-ray photoelectron spectroscopy (XPS), energy dispersive X-ray (EDX) analysis, and atomic absorption spectroscopy (AAS). The resulting solid material possessed a surface area of 145 m2 g-1 and a total pore volume of 34 cm3 g-1. The prepared mesoporous material was studied as a practical, recyclable, and chemoselective catalyst in some organic functional group transformations such as the conversion of nitriles to amides and synthesis of 5-substituted 1H-tetrazoles. This novel magnetic nanocatalyst proved to be effective and provided the products in high to excellent yields under green solvent conditions. Meanwhile, the as-prepared Fe3O4@SiO2@SBA-3@CPTMS@Arg-Cu demonstrated excellent reusability and stability under reaction conditions, and its catalytic activity shown only a slight decrease after seven consecutive runs. Therefore, the as-synthesized magnetic Fe3O4@SiO2@SBA-3@CPTMS@Arg-Cu has broad prospects for practical applications, and offers various benefits such as simplicity, nontoxicity, low cost, simple work-up, and an environmentally benign nature.

Synthesis, characterization and catalytic activity of copper deposited on MCM-41 in the synthesis of 5-substituted 1H-tetrazoles

Synthesis, characterization and catalytic activity of copper deposited on MCM-41 in the synthesis of 5-substituted 1H-tetrazoles

Synthesis of CoFe2O4 @Amino glycol/Gd nanocomposite as a high-efficiency and reusable nanocatalyst for green oxidation of sulfides and synthesis of 5-substituted 1H-tetrazoles

In this study, a novel gadolinium 2-amino-2-methyl-1,3-propanediol (Amino glycol) complex immobilized covalently on CoFe2O4 magnetite nanoparticles was synthesized. The nanocatalyst was characterized thoroughly using thermogravimetric analyses (TGA), FT-IR spectroscopy, scanning electron microscopy (SEM), energy dispersive X-ray (EDX), inductively coupled plasma optical emission spectroscopy (ICP-OES), vibrational sample magnetometry (VSM), and powder X-ray diffraction (PXRD). CoFe2O4 @Amino glycol/Gd was found to be efficient for the oxidation of sulfides and synthesis of 5-substituted 1H-tetrazoles at mild reaction conditions in the green medium. The influences of reaction temperature, solvent, and the amount of catalysts were studied. The best results were obtained in water and without organic solvent condition for 5-substituted 1H-tetrazoles and oxidation of sulfides, respectively. The catalyst was easily collected via an external magnetic field and further reused at least 6 times without a significant decrease in catalytic activity. The wide applicability of the catalyst, ease of catalyst separation, its reusability capacity, and importantly reaction operation in a green medium and elimination of hazardous organic solvents are the advantages of this catalyst.

Selective oxidation of sulfides and synthesis of 5-substituted 1H-tetrazoles on Ce (III) immobilized CoFe2O4 as a magnetically separable, highly active, and reusable nanocatalyst

Selective oxidation of sulfides and synthesis of 5-substituted 1H-tetrazoles on Ce (III) immobilized CoFe2O4 as a magnetically separable, highly active, and reusable nanocatalyst

Selectivity adjustment of Fe3O4 MNPs based silver catalyst in oxidation of sulfides with classical and ultrasonic methods and synthesis of 5-substituted 1H-tetrazoles from aryl nitriles in water

The surface of the Fe3O4 has been functionalized with 3-chloropropyltrimethoxysilane, which undergoes an SN2 substitution reaction of the chloro group with the nitrogen of ligand (creatinine), offering the Fe3O4@Creatinine. A new recyclable Ag attached Fe3O4 MNPs (Fe3O4 @Creatinine@Ag) has been produced through a post-synthetic method. FT-IR (Fourier Transforms Infrared), TGA (Thermogravimetric Analysis), XRD (X-ray Diffraction), EDS (Energy-Dispersive X-ray Spectroscopy) and VSM (Vibrating Sample Magnetometer) confirm the effectiveness of the performed chemical modification to synthesize the catalyst. This catalyst displays high catalytic performance in the synthesis of 5-substituted 1H-tetrazoles in water and the selective oxidation of sulfides. In the presence of nano- Fe3O4 @Creatinine@Ag as an efficient heterogeneous nano-catalyst, the corresponding 5-substituted 1H-tetrazoles and sulfoxide were afforded under the mild condition in good to excellent yields. A wide variety of sulfides furnished the corresponding sulfoxide with classical and ultrasonic methods. The results show that ultrasonic is an appropriate method for the oxidation of sulfides to the related sulfoxide. The catalyst can be separated by simple recovery and reused for several periods without any remarkable decrease in the catalysis activity and selectivity.In the synthesis of this catalyst, the environmentally friendly ligand is used to stabilize the eco-friendly active site on the desired support. What distinguishes this catalyst and this research is its high eco-friendliness in several respects. The structure of this catalyst and also, the reaction are based on green chemistry. At a relatively low temperature compared to the reported work, tetrazole derivatives are prepared in water solvent with good efficiency.

Cu attached functionalized mesoporous MCM-41: a novel heterogeneous nanocatalyst for eco-friendly one-step thioether formation reaction and synthesis of 5-substituted 1H-tetrazoles

Cu attached functionalized mesoporous MCM-41: a novel heterogeneous nanocatalyst for eco-friendly one-step thioether formation reaction and synthesis of 5-substituted 1H-tetrazoles

Immobilization of La on THH-CO2H@Fe3O4 nanocomposite for the synthesis of one‐pot multicomponent reactions

The current research represents a facile and competent methodology in the development of a novel magnetic nanocatalyst. This composite was synthesized by immobilizing La on Fe3O4 nanoparticles pre-functionalized with tetrahydroharman-3-carboxylic acid ligand. The prepared nanomaterial was analyzed with FT-IR, SEM, EDX, XRD, and TGA techniques. The material was catalytically investigated towards the synthesis of 5-substituted 1H-tetrazoles,1-substituted 1H-tetrazoles and tetrazolopyrimidine derivatives following different multicomponent pathways. The reactions were highly efficient affording high yields. The catalyst was retrieved magnetically and recyled in six consecutive runs without much reduction in activity.

Retraction: A rapid and novel method for the synthesis of 5-substituted 1H-tetrazole catalyzed by exceptional reusable monodisperse Pt NPs@AC under the microwave irradiation.

Retraction for ‘A rapid and novel method for the synthesis of 5-substituted 1H-tetrazole catalyzed by exceptional reusable monodisperse Pt NPs@AC under the microwave irradiation’ by Esma Erken et al., RSC Adv., 2015, 5, 68558–68564, DOI: 10.1039/C5RA11426H.

One-Pot Synthesis of 5-Substituted 1H-Tetrazoles on a Silica-Coated Fe3O4-Supported Copper(II) Complex

One-Pot Synthesis of 5-Substituted 1H-Tetrazoles on a Silica-Coated Fe3O4-Supported Copper(II) Complex

Plant Mediated Green Synthesis, Catalytic Activity and Antibacterial Assay of Silver Nanoparticles

Plant mediated green synthesis of silver nanoparticles (AgNPs) was carried out with the plant extract of Vitex negundo Linn., a simple method without using harmful chemicals. Herein, a root bark extract is used as reducing and capping agent for synthesizing AgNPs from silver nitrate solution. The characterization of AgNPs were obtained by UV-visible spectrophotometer, X-ray diffraction, Fourier transform infrared spectroscopy, scanning electron microscopy and energy dispersive spectroscopy. The results were confirmed the presence of silver nanoparticles with UV-visible absorption peak at around 433-443 nm and its crystalline nature by XRD analysis. The FTIR spectrum confirmed that the synthesized AgNPs are stabilized and protected by various functional groups of biomolecules in extract. The SEM morphology showed the triangular or spherical shape of AgNPs with the size in the range of 80-100 nm and EDS confirmed the presence of elemental silver in the sample. The catalytic activity of AgNPs was investigated in the synthesis of 5-substituted 1H-tetrazole. Furthermore, antibacterial profile showed that biopotent AgNPs exhibited moderate to good antibacterial activity.

Recent Advances in the Synthesis of 5-Substituted 1H-Tetrazoles: A Complete Survey (2013–2018)

Tetrazoles are synthetic organic heterocyclic compounds comprising of high nitrogen content among stable heterocycles. Tetrazoles, chiefly 5-substituted 1H-tetrazoles have been used as a bioisosteric replacement for carboxylic acids in medicinal chemistry. Various clinical drugs, including losartan, cefazolin, and alfentanil, contain the tetrazole moiety. There have been significant developments in the synthesis of 5-substituted 1H-tetrazoles. Researchers are still working to develop more efficient and ecofriendly methods for their synthesis. In this review, we provide a comprehensive discussion of the recent advancements in the field of synthesis of 5-substituted 1H-tetrazoles.1 Introduction2 The Role of 5-Substituted 1H-Tetrazoles in Medicinal Chemistry3 Synthesis of 5-Substituted 1H-Tetrazoles3.1 Microwave-Assisted Synthesis3.2 Heterogeneous Catalysts3.3 Nanoparticles as Heterogeneous Catalysts3.4 Miscellaneous Methods4 Sartans: A Class of Tetrazole-Based Commercial Drugs5 Conclusions

A Magnetically Recoverable and Reusable Catalyst for Synthesis of 5-Substituted 1H-Tetrazoles

The nitrile group is valuable in organic synthesis and can be transformed to a variety of functional groups, including thiazoles, oxazolidones, triazoles, and tetrazoles. Moreover, aromatic nitrile...

Unprecedented formation of a μ-oxobridged polymeric copper(II) complex: Evaluation of catalytic activity in synthesis of 5-substituted 1H-tetrazoles

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.

Synthesis and crystal structures of salen-type Cu(ii) and Ni(ii) Schiff base complexes: application in [3+2]-cycloaddition and A3-coupling reactions

The synthesis and characterisation of two new salen-type Schiff base complexes of the type [Cu(L)]·0.5H2O and [Ni(L)], and their application in the synthesis of 5-substituted 1H-tetrazoles and propargylamines are described.

3 + 2] Cycloaddition promoted by zinc oxide nanoparticles anchored on reduced graphene oxide using green solvent

ABSTRACTZnO anchored on RGO-catalyzed [3 + 2] cycloaddition of nitriles and sodium azide in the synthesis of 5-substituted 1H-tetrazoles in water is an efficient and simple protocol with low catalyst loading under reflux condition. It is applied to a wide range of substrates with an excellent yield, simple workup procedure, recovery, and reusability of catalyst with consistent activity and high turnover number. It is proposed that the functional groups present in RGO surface are effective for preventing the aggregation of catalytically active ZnO species during the reaction. Moreover, the excellent performance of ZnO–RGO nanocomposite is ascribed to the excellent dispersity of catalyst in water, hydrophilic nature of the RGO for the accumulation of organic substrates in water, and the “Breslow effect.”

An efficient and recyclable catalytic system for carbon–sulfur coupling reaction and synthesis of 5-substituted 1H-tetrazoles

ABSTRACTIn this research paper, efficient and economical protocols for the synthesis of symmetrical sulfides and 5-substituted 1H-tetrazoles have been reported using Fe3O4@SBTU@Ni(II) as a heterogeneous and recoverable nanocatalyst. The noticeable features of this catalytic system are: operational simplicity, environmentally benign, easier work-up procedure, green and efficient synthetic entry to excellent yield of products in a high reusability and applicability to various starting materials and, therefore, cost efficiency.

Choline chloride–ZnCl2: Recyclable and efficient deep eutectic solvent for the [2+3] cycloaddition reaction of organic nitriles with sodium azide

ABSTRACTHerein we report first time choline chloride–zinc chloride based deep eutectic solvent is a green and efficient reaction medium for the [2+3] cycloaddition reaction of organic nitriles with sodium azide to afford the corresponding 5-substituted 1H-tetrazoles. The present method provides an environment-friendly route, short reaction times with excellent yields, safe process, and simple workup which make this method an attractive and useful contribution to the existing conventional processes for the synthesis of 5-substituted 1H-tetrazoles.

Cu(NO3)2-Catalysed direct synthesis of 5-substituted 1H-tetrazoles from alcohols or aldehydes_ESI

Cu(NO3)2-Catalysed direct synthesis of 5-substituted 1H-tetrazoles from alcohols or aldehydes_ESI

Synthesis of 5-Substituted 1H-Tetrazoles from Aldoximes Using Diphenyl Phosphorazidate

A novel method for the synthesis of 5-substituted 1<i>H</i>-tetrazoles using diphenyl phosphorazidate (DPPA) has been developed. Aromatic and aliphatic aldoximes underwent cycloaddition to afford the corresponding 5-substituted 1<i>H</i>-tetrazoles with ease and efficiency.