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An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides

An operationally simple and metal-free approach is described for the synthesis of pyrazole-tethered thioamide and amide conjugates. The thioamides were generated by employing a three-component reaction of diverse pyrazole C-3/4/5 carbaldehydes, secondary amines, and elemental sulfur in a single synt...

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Autores principales: Sharma, Shubham, Singh, Dharmender, Kumar, Sunit, Vaishali, Jamra, Rahul, Banyal, Naveen, Deepika, Malakar, Chandi C, Singh, Virender
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9989676/
https://www.ncbi.nlm.nih.gov/pubmed/36895429
http://dx.doi.org/10.3762/bjoc.19.22
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author Sharma, Shubham
Singh, Dharmender
Kumar, Sunit
Vaishali,
Jamra, Rahul
Banyal, Naveen
Deepika,
Malakar, Chandi C
Singh, Virender
author_facet Sharma, Shubham
Singh, Dharmender
Kumar, Sunit
Vaishali,
Jamra, Rahul
Banyal, Naveen
Deepika,
Malakar, Chandi C
Singh, Virender
author_sort Sharma, Shubham
collection PubMed
description An operationally simple and metal-free approach is described for the synthesis of pyrazole-tethered thioamide and amide conjugates. The thioamides were generated by employing a three-component reaction of diverse pyrazole C-3/4/5 carbaldehydes, secondary amines, and elemental sulfur in a single synthetic operation. The advantages of this developed protocol refer to the broad substrate scope, metal-free and easy to perform reaction conditions. Moreover, the pyrazole C-3/5-linked amide conjugates were also synthesized via an oxidative amination of pyrazole carbaldehydes and 2-aminopyridines using hydrogen peroxide as an oxidant.
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spelling pubmed-99896762023-03-08 An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides Sharma, Shubham Singh, Dharmender Kumar, Sunit Vaishali, Jamra, Rahul Banyal, Naveen Deepika, Malakar, Chandi C Singh, Virender Beilstein J Org Chem Full Research Paper An operationally simple and metal-free approach is described for the synthesis of pyrazole-tethered thioamide and amide conjugates. The thioamides were generated by employing a three-component reaction of diverse pyrazole C-3/4/5 carbaldehydes, secondary amines, and elemental sulfur in a single synthetic operation. The advantages of this developed protocol refer to the broad substrate scope, metal-free and easy to perform reaction conditions. Moreover, the pyrazole C-3/5-linked amide conjugates were also synthesized via an oxidative amination of pyrazole carbaldehydes and 2-aminopyridines using hydrogen peroxide as an oxidant. Beilstein-Institut 2023-03-02 /pmc/articles/PMC9989676/ /pubmed/36895429 http://dx.doi.org/10.3762/bjoc.19.22 Text en Copyright © 2023, Sharma et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Full Research Paper
Sharma, Shubham
Singh, Dharmender
Kumar, Sunit
Vaishali,
Jamra, Rahul
Banyal, Naveen
Deepika,
Malakar, Chandi C
Singh, Virender
An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides
title An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides
title_full An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides
title_fullStr An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides
title_full_unstemmed An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides
title_short An efficient metal-free and catalyst-free C–S/C–O bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides
title_sort efficient metal-free and catalyst-free c–s/c–o bond-formation strategy: synthesis of pyrazole-conjugated thioamides and amides
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9989676/
https://www.ncbi.nlm.nih.gov/pubmed/36895429
http://dx.doi.org/10.3762/bjoc.19.22
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