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Facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered MgO@DFNS as heterogeneous catalyst

Benzimidazole derivatives are considered as important heterocyclic motifs that show a wide range of pharmaceutical applications. In view of their wide-ranging bioactivities, it is imperative to direct research on the sustainable catalytic synthesis of benzimidazole. Therefore, herein, we report a no...

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Autores principales: Kusuma, Suman, Bawiskar, Dipak B., Singh, Chob, Panneerselvam, Pratheep, Sinha, Pradipta, Samal, Akshaya K., Jadhav, Arvind H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10619144/
https://www.ncbi.nlm.nih.gov/pubmed/37920763
http://dx.doi.org/10.1039/d3ra05761e
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author Kusuma, Suman
Bawiskar, Dipak B.
Singh, Chob
Panneerselvam, Pratheep
Sinha, Pradipta
Samal, Akshaya K.
Jadhav, Arvind H.
author_facet Kusuma, Suman
Bawiskar, Dipak B.
Singh, Chob
Panneerselvam, Pratheep
Sinha, Pradipta
Samal, Akshaya K.
Jadhav, Arvind H.
author_sort Kusuma, Suman
collection PubMed
description Benzimidazole derivatives are considered as important heterocyclic motifs that show a wide range of pharmaceutical applications. In view of their wide-ranging bioactivities, it is imperative to direct research on the sustainable catalytic synthesis of benzimidazole. Therefore, herein, we report a novel approach for the synthesis of benzimidazole and its derivatives with engineered MgO supported on dendritic fibrous nano silica (MgO@DFNS) as a sustainable heterogeneous catalyst. The catalyst MgO@DFNS was thoroughly characterized to understand its physio-chemical properties using XRD, FE-SEM, XPS, FT-IR, zeta potential, HR-TEM, TGA, TPR and TPD. The obtained results suggested that the catalyst MgO@DFNS prepared well and have the desired characteristics in it. After the successful characterisation of the prepared catalyst MgO@DFNS, it was applied in the synthesis of benzimidazole derivatives via condensation of o-phenylenediamine, and various aromatic and aliphatic aldehydes under ambient temperature. The catalyst produced a clean reaction profile with excellent yields in a shorter time under the umbrella of green chemistry. The effect of reaction parameters such as the effect of time, catalyst dosage, loading of MgO, effect of solvents and effect of different homo and heterogeneous catalyst were also tested. Furthermore, to understand the scope of the catalyst different substituted diamines and substituted aldehydes were reacted and obtained desired products in good to efficient yield. In addition, a recyclability study was also conducted and it was observed that the catalyst could be recycled for up to six cycles without noticeable changes in the morphology and activity. We believe that the present methodology gave several advantages such as an eco-friendly method, easy work-up, good selectivity, high yields and quick recovery of catalyst. MgO@DFNS is highly stable for several cycles without significant loss of its activity, which possibly demonstrates its applicability at the industrial scale.
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spelling pubmed-106191442023-11-02 Facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered MgO@DFNS as heterogeneous catalyst Kusuma, Suman Bawiskar, Dipak B. Singh, Chob Panneerselvam, Pratheep Sinha, Pradipta Samal, Akshaya K. Jadhav, Arvind H. RSC Adv Chemistry Benzimidazole derivatives are considered as important heterocyclic motifs that show a wide range of pharmaceutical applications. In view of their wide-ranging bioactivities, it is imperative to direct research on the sustainable catalytic synthesis of benzimidazole. Therefore, herein, we report a novel approach for the synthesis of benzimidazole and its derivatives with engineered MgO supported on dendritic fibrous nano silica (MgO@DFNS) as a sustainable heterogeneous catalyst. The catalyst MgO@DFNS was thoroughly characterized to understand its physio-chemical properties using XRD, FE-SEM, XPS, FT-IR, zeta potential, HR-TEM, TGA, TPR and TPD. The obtained results suggested that the catalyst MgO@DFNS prepared well and have the desired characteristics in it. After the successful characterisation of the prepared catalyst MgO@DFNS, it was applied in the synthesis of benzimidazole derivatives via condensation of o-phenylenediamine, and various aromatic and aliphatic aldehydes under ambient temperature. The catalyst produced a clean reaction profile with excellent yields in a shorter time under the umbrella of green chemistry. The effect of reaction parameters such as the effect of time, catalyst dosage, loading of MgO, effect of solvents and effect of different homo and heterogeneous catalyst were also tested. Furthermore, to understand the scope of the catalyst different substituted diamines and substituted aldehydes were reacted and obtained desired products in good to efficient yield. In addition, a recyclability study was also conducted and it was observed that the catalyst could be recycled for up to six cycles without noticeable changes in the morphology and activity. We believe that the present methodology gave several advantages such as an eco-friendly method, easy work-up, good selectivity, high yields and quick recovery of catalyst. MgO@DFNS is highly stable for several cycles without significant loss of its activity, which possibly demonstrates its applicability at the industrial scale. The Royal Society of Chemistry 2023-11-01 /pmc/articles/PMC10619144/ /pubmed/37920763 http://dx.doi.org/10.1039/d3ra05761e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Kusuma, Suman
Bawiskar, Dipak B.
Singh, Chob
Panneerselvam, Pratheep
Sinha, Pradipta
Samal, Akshaya K.
Jadhav, Arvind H.
Facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered MgO@DFNS as heterogeneous catalyst
title Facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered MgO@DFNS as heterogeneous catalyst
title_full Facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered MgO@DFNS as heterogeneous catalyst
title_fullStr Facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered MgO@DFNS as heterogeneous catalyst
title_full_unstemmed Facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered MgO@DFNS as heterogeneous catalyst
title_short Facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered MgO@DFNS as heterogeneous catalyst
title_sort facile one pot synthesis of 2-substituted benzimidazole derivatives under mild conditions by using engineered mgo@dfns as heterogeneous catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10619144/
https://www.ncbi.nlm.nih.gov/pubmed/37920763
http://dx.doi.org/10.1039/d3ra05761e
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