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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2017
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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. |
format | Online Article Text |
id | pubmed-6640917 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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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