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Fabrication of Core–Shell-Structured Organic–Inorganic Hybrid Nanocatalyst for the Expedient Synthesis of Polysubstituted Oxazoles via Tandem Oxidative Cyclization Pathway

[Image: see text] The quest for designing efficient heterogeneous catalytic systems for tandem oxidative cyclization reactions has provided a great impetus to research efforts, as it enables the step-economic construction of complex heterocyclic molecules as well as confers the benefits of a facile...

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Autores principales: Dutta, Sriparna, Sharma, Shivani, Sharma, Aditi, Sharma, Rakesh K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6640917/
https://www.ncbi.nlm.nih.gov/pubmed/31457616
http://dx.doi.org/10.1021/acsomega.7b00382
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author Dutta, Sriparna
Sharma, Shivani
Sharma, Aditi
Sharma, Rakesh K.
author_facet Dutta, Sriparna
Sharma, Shivani
Sharma, Aditi
Sharma, Rakesh K.
author_sort Dutta, Sriparna
collection PubMed
description [Image: see text] The quest for designing efficient heterogeneous catalytic systems for tandem oxidative cyclization reactions has provided a great impetus to research efforts, as it enables the step-economic construction of complex heterocyclic molecules as well as confers the benefits of a facile catalytic recovery. In the present study, we disclose a new core–shell-structured organic–inorganic hybrid copper nanocatalyst fabricated via the covalent grafting of 2,2′-dipyridyl ketone ligand on amine-functionalized silica-encapsulated magnetite nanoparticles, followed by its metallation with cupric acetate for the tandem oxidative cyclization of amines and β-ketoesters, leading to the production of biologically active polysubstituted oxazole moieties. This programmed catalytic protocol proceeds via the formation of intermolecular C–C and C–N bonds by single-step synthesis and accommodates a broad combination of reaction coupling partners.
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spelling pubmed-66409172019-08-27 Fabrication of Core–Shell-Structured Organic–Inorganic Hybrid Nanocatalyst for the Expedient Synthesis of Polysubstituted Oxazoles via Tandem Oxidative Cyclization Pathway Dutta, Sriparna Sharma, Shivani Sharma, Aditi Sharma, Rakesh K. ACS Omega [Image: see text] The quest for designing efficient heterogeneous catalytic systems for tandem oxidative cyclization reactions has provided a great impetus to research efforts, as it enables the step-economic construction of complex heterocyclic molecules as well as confers the benefits of a facile catalytic recovery. In the present study, we disclose a new core–shell-structured organic–inorganic hybrid copper nanocatalyst fabricated via the covalent grafting of 2,2′-dipyridyl ketone ligand on amine-functionalized silica-encapsulated magnetite nanoparticles, followed by its metallation with cupric acetate for the tandem oxidative cyclization of amines and β-ketoesters, leading to the production of biologically active polysubstituted oxazole moieties. This programmed catalytic protocol proceeds via the formation of intermolecular C–C and C–N bonds by single-step synthesis and accommodates a broad combination of reaction coupling partners. American Chemical Society 2017-06-19 /pmc/articles/PMC6640917/ /pubmed/31457616 http://dx.doi.org/10.1021/acsomega.7b00382 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Dutta, Sriparna
Sharma, Shivani
Sharma, Aditi
Sharma, Rakesh K.
Fabrication of Core–Shell-Structured Organic–Inorganic Hybrid Nanocatalyst for the Expedient Synthesis of Polysubstituted Oxazoles via Tandem Oxidative Cyclization Pathway
title Fabrication of Core–Shell-Structured Organic–Inorganic Hybrid Nanocatalyst for the Expedient Synthesis of Polysubstituted Oxazoles via Tandem Oxidative Cyclization Pathway
title_full Fabrication of Core–Shell-Structured Organic–Inorganic Hybrid Nanocatalyst for the Expedient Synthesis of Polysubstituted Oxazoles via Tandem Oxidative Cyclization Pathway
title_fullStr Fabrication of Core–Shell-Structured Organic–Inorganic Hybrid Nanocatalyst for the Expedient Synthesis of Polysubstituted Oxazoles via Tandem Oxidative Cyclization Pathway
title_full_unstemmed Fabrication of Core–Shell-Structured Organic–Inorganic Hybrid Nanocatalyst for the Expedient Synthesis of Polysubstituted Oxazoles via Tandem Oxidative Cyclization Pathway
title_short Fabrication of Core–Shell-Structured Organic–Inorganic Hybrid Nanocatalyst for the Expedient Synthesis of Polysubstituted Oxazoles via Tandem Oxidative Cyclization Pathway
title_sort fabrication of core–shell-structured organic–inorganic hybrid nanocatalyst for the expedient synthesis of polysubstituted oxazoles via tandem oxidative cyclization pathway
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6640917/
https://www.ncbi.nlm.nih.gov/pubmed/31457616
http://dx.doi.org/10.1021/acsomega.7b00382
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