Synthesis of 5-substituted 1H-tetrazoles catalyzed by ceric ammonium nitrate supported HY-zeolite

Sivaguru, Paramasivam; Bhuvaneswari, K.; Ramkumar, Rangasamy; Lalitha, Appaswami

doi:10.1016/j.tetlet.2014.08.066

Cited by 33 publications

(15 citation statements)

References 44 publications

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“…In heterogeneous catalysts, the use of suitable supports is one of the important issues of interest. In this regard, various organic, inorganic and hybrid materials have been used as insoluble supports for heterogeneous catalysts, including zirconium poly(styrene phenylvinylphosphonate)phosphate activated carbon, multiwall carbon nanotubes, nanostructured ordered carbon material, porous silica, MCM‐41, SBA‐15 and magnetic nanoparticles…”

Section: Introductionmentioning

confidence: 99%

Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

Khodamorady

Bahrami

2019

ChemistrySelect

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In this content, a stable, efficient, active, reusable and inexpensive magnetic boehmite was synthesized by hydrothermal sol-gel method. In the next step magnetic boehmite immobilized further with palladium chitosan complex (Fe 3 O 4 @BNPs-CPTMS-Chitosan-Pd (0)). This novel nanocatalyst was used for the oxidation of alcohols in ethanol and the preparation of 5-substituted tetrazoles in solvent-free conditions. To confirm the structure of catalyst, a variety of techniques, including FT-IR, XRD, FESEM, TEM, EDX, mapping, VSM, TGA-DTA, BET, ICP and UV-Visible were used. The mol % of catalyst was obtained with ICP (2.8 mol%). Also, some benefits of the catalyst are: excellent magnetic properties, easy separating from the reaction mixture with the external magnet, the use of cheap and affordable materials, good surface area (55.94 m 2 /g), low palladium leaching from the catalyst surface, use the green ligand and the use of catalyst for at least 5 consecutive times without reducing the catalytic activity.

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Section: Introductionmentioning

confidence: 99%

Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

Khodamorady

Bahrami

2019

ChemistrySelect

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“…Tetrazoles as five membered heterocyclic compounds are of interest in pharmaceuticals, in synthetic organic chemistry, in coordination chemistry as a ligand, in catalysis technology, in the photographic industry and in organometallic chemistry . Also, tetrazoles and their derivatives have been reported as analgesic, antiviral, anti‐inflammatory, anti‐proliferative, antibacterial, potential anti HIV drug candidate, antifungal, herbicidal and anticancer agents . Likewise, the C‐C band formation has been employed in the synthesis of advanced materials and natural products, pharmaceuticals, agrochemicals and biologically active compounds as well as in engineering materials has attracted enormous interest .…”

Section: Introductionmentioning

confidence: 99%

A new Pd‐Schiff‐base complex on boehmite nanoparticles: Its application in Suzuki reaction and synthesis of tetrazoles

Jabbari

Tahmasbi

Nikoorazm

et al. 2018

Applied Organom Chemis

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Boehmite nanoparticles are not air or moisture sensitive, therefore have been prepared in water without inert atmosphere using inexpensive materials. Pd-isatin-boehmite was synthesized and used as heterogeneous organometallic catalyst for the synthesis of 5-substituted 1H-tetrazoles and C-C band formation. Pd-isatin-boehmite characterized by XRD, TGA, SEM and ICP-OES techniques. This catalyst was reused for several times without significant loss of its catalytic efficiency or palladium leaching. Heterogeneity of this catalyst has been studied using ICP-OES technique.

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“…In 2001, Sharpless and co‐workers had introduced sodium azide for synthesis of 5‐substituted 1 H ‐tetrazoles with stoichiometric amounts of zinc salts as catalyst under aqueous conditions. In recent years, [3 + 2] cycloaddition of nitriles and azides enormously have been studied via homogeneous and heterogeneous catalysts. However, despite wide advances for synthesis of 5‐substituted 1 H ‐tetrazoles, there is no report on their in situ preparation from aryl halides using metal nanocomposites .…”

Section: Introductionmentioning

confidence: 99%

Biosynthesis of Pd/MnO₂ nanocomposite using Solanum melongena plant extract and its application for the one‐pot synthesis of 5‐substituted 1H‐tetrazoles from aryl halides

Nasrollahzadeh

Ghorbannezhad

Sajadi

2018

Applied Organom Chemis

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In this work, for the first time, Solanum melongena plant extract was used for the green synthesis of Pd/MnO 2 nanocomposite via reduction osf Pd(II) ions to Pd(0) and their immobilization on the surface of manganese dioxide (MnO 2 ) nanoparticles (NPs) as an effective support. The synthesized nanocomposite were characterized by various analytical techniques such as Fourier transform infrared (FT-IR), X-ray diffraction (XRD), transmission electron microscopy (TEM), field emission scanning electron microscopy (FESEM), energy dispersive X-ray spectroscopy (EDS) and UV-Vis spectroscopy. The catalytic activity of Pd/MnO 2 nanocomposite was used as a heterogeneous catalyst for the one-pot synthesis of 5-substituted 1H-tetrazoles from aryl halides containing various electron-donating or electron-withdrawing groups in the presence of K 4 [Fe (CN) 6 ] as non-toxic cyanide source and sodium azide. The products were obtained in good yields via a simple methodology and easy work-up. The nanocatalyst can be recycled and reused several times with no remarkable loss of activity. Highlights:• Green synthesis of Pd/MnO 2 nanocomposite using Solanum melongena extract.• Pd/MnO 2 nanocomposite was characterized by FT-IR, XRD, FESEM, EDS and TEM.• One-pot synthesis of 5-substituted 1H-tetrazoles from aryl halides using Pd/MnO 2 nanocomposite.• The catalyst can be easily recycled and reused several times without sensible loss in its catalytic efficiency.

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Synthesis of 5-substituted 1H-tetrazoles catalyzed by ceric ammonium nitrate supported HY-zeolite

Cited by 33 publications

References 44 publications

Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

A new Pd‐Schiff‐base complex on boehmite nanoparticles: Its application in Suzuki reaction and synthesis of tetrazoles

Biosynthesis of Pd/MnO₂ nanocomposite using Solanum melongena plant extract and its application for the one‐pot synthesis of 5‐substituted 1H‐tetrazoles from aryl halides

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Synthesis of 5-substituted 1H-tetrazoles catalyzed by ceric ammonium nitrate supported HY-zeolite

Cited by 33 publications

References 44 publications

Fe3O4@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

Fe3O4@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

A new Pd‐Schiff‐base complex on boehmite nanoparticles: Its application in Suzuki reaction and synthesis of tetrazoles

Biosynthesis of Pd/MnO2 nanocomposite using Solanum melongena plant extract and its application for the one‐pot synthesis of 5‐substituted 1H‐tetrazoles from aryl halides

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Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

Biosynthesis of Pd/MnO₂ nanocomposite using Solanum melongena plant extract and its application for the one‐pot synthesis of 5‐substituted 1H‐tetrazoles from aryl halides