An efficient Cu/functionalized graphene oxide catalyst for synthesis of 5-substituted 1H-tetrazoles

Kulkarni, Padmakar A.; Satpati, Ashis Kumar; Maiyalagan, T.; Shendage, Suresh S.

doi:10.1007/s11696-021-01506-0

Cited by 11 publications

(1 citation statement)

References 27 publications

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“…In this approach, arylnitrile was refluxed with trimethyltin azide (1.5 equiv) in DMF for 4 h at 150°C in the presence of Bu 3 SnOMe (10 mol%) 68%–93% (Scheme 2). In DMF at 120°C for 30 min, aryl nitrile was reacted with sodium azide in the presence of Cu‐Amd‐RGO as a catalyst to give 5‐substituted‐1H‐tetrazole 83%–96% (Scheme 2; Kulkarni et al, 2021). In terms of cost, non‐toxicity, catalyst reusability, stability, and simplicity of handling, the (Cu‐Amd‐RGO) catalyst is more efficient.…”

Section: Conventional Approachmentioning

confidence: 99%

Tetrazole: A privileged scaffold for the discovery of anticancer agents

et al. 2022

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Carcinoma, characterized by abnormal growth of cells and tissue, is a ubiquitously leading cause of mortality across the globe due to some carcinogenic factors. Currently, several anticancer agents are commercially available in the global market. However, due to their resistance and cost, researchers are gaining more interest in developing newer novel potential anticancer agents. In the search for new drugs for clinical use, the tetrazole ring system has emerged as an exciting prospect in the optimization studies of promising lead molecules. Among the various heterocyclic agents, tetrazole-containing compounds have shown significant promise in the treatment of a wide range of diseases, particularly cancer. Here, in this review, we focused on several synthetic approaches for the synthesis of tetrazole analogs, their targets for treating cancer along with the biological activity of some of the recently reported tetrazole-containing anticancer agents.

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Section: Conventional Approachmentioning

confidence: 99%

Tetrazole: A privileged scaffold for the discovery of anticancer agents

et al. 2022

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A novel cubic Zn‐citric acid‐based MOF as a highly efficient and reusable catalyst for the synthesis of pyranopyrazoles and 5‐substituted 1H‐tetrazoles

Koolivand

Nikoorazm

Ghorbani‐Choghamarani

et al. 2022

Applied Organom Chemis

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A highly stable and efficient heterogeneous catalyst was successfully prepared by hydrothermal reaction of Zinc nitrate with citric acid. To produce a novel Zn-based MOF catalyst, Zn ions were coordinated with the ligand functional groups that can be regarded as an alpha-hydroxy acid containing three carboxylic acids (COOH) and one hydroxyl (OH) group attached to the three-carbon skeleton. It was found that the Zn-CA-MOFs compound can participate as a catalyst in the synthesis of 5-substituted 1H-tetrazole and pyranopyrazole molecules, selectively and efficiently with high yield in a short period of time.As presented, the catalyst demonstrates excellent reusability and stability and can be recycled up to five times without significant loss of reactivity. Heterogeneity analysis showed that no leaching of active Zn species occurred during the recycling process of the heterogeneous Zn-CA-MOFs.

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Synthesis and Catalytic Application of MTsCOO‐Cu as a Melamine‐Based Metal‐Organic Framework in Facile Preparation of the 5‐Substituted‐1H‐Tetrazoles

2022

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A novel melamine‐based metal‐organic framework (MTsCOO‐Cu) has been designed, synthesized, and structurally characterized by FT‐IR, NMR, PXRD, FE‐SEM, EDX mapping, DTA, and TGA techniques. The MTsCOO‐Cu is successfully synthesized by the reaction of melamine with tosyl chloride and oxidation of methyl groups of the tosyl counterpart to carboxylic acids moieties and a consequent reaction with copper ion under ultrasonic irradiation. The synthesized MTsCOO‐Cu is catalytically used for the facile preparation of a series of 5‐substituted‐1H‐tetrazoles derivatives via click [3+2] cycloaddition reactions between various arrays of aromatic and aliphatic nitriles and sodium azide in PEG‐400 at 75 °C up to 86 %. The crucial reaction parameters including the type of solvent, temperature, and catalyst loading in progressing the reaction are evaluated and discussed. The synthesized MTsCOO‐Cu MOF showed an excellent catalytic activity, high chemical and thermal stabilities above 600 °C, simple preparation with readily available starting materials, and also ease of recyclability and reusability for four consecutive uses without considerable loss of activity. The output of this work may open new approaches for using new generations of MOFs catalysts in diverse chemical transformations.

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An efficient Cu/functionalized graphene oxide catalyst for synthesis of 5-substituted 1H-tetrazoles

Cited by 11 publications

References 27 publications

Tetrazole: A privileged scaffold for the discovery of anticancer agents

Tetrazole: A privileged scaffold for the discovery of anticancer agents

A novel cubic Zn‐citric acid‐based MOF as a highly efficient and reusable catalyst for the synthesis of pyranopyrazoles and 5‐substituted 1H‐tetrazoles

Synthesis and Catalytic Application of MTsCOO‐Cu as a Melamine‐Based Metal‐Organic Framework in Facile Preparation of the 5‐Substituted‐1H‐Tetrazoles

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