Cargando…
A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields
We report a highly efficient green protocol for developing a novel library of 1,2,4-triazole-tagged 1,4-dihydropyridine analogs through the one-pot process from the four-component fusion of the 1H-1,2,4-triazol-3-amine with different chosen aldehydes, diethyl acetylenedicarboxylate, and active methy...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Frontiers Media S.A.
2021
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8044462/ https://www.ncbi.nlm.nih.gov/pubmed/33869142 http://dx.doi.org/10.3389/fchem.2021.638832 |
_version_ | 1783678490797670400 |
---|---|
author | Kerru, Nagaraju Maddila, Suresh Jonnalagadda, Sreekantha B. |
author_facet | Kerru, Nagaraju Maddila, Suresh Jonnalagadda, Sreekantha B. |
author_sort | Kerru, Nagaraju |
collection | PubMed |
description | We report a highly efficient green protocol for developing a novel library of 1,2,4-triazole-tagged 1,4-dihydropyridine analogs through the one-pot process from the four-component fusion of the 1H-1,2,4-triazol-3-amine with different chosen aldehydes, diethyl acetylenedicarboxylate, and active methylene compounds in a water medium under microwave irradiation and catalyst-free conditions. Excellent yields (94–97%) of the target products were achieved with high selectivity with a short reaction time (<12 min) at room temperature. The structures of the synthesized pyrimidine analogs were established by NMR and HRMS spectroscopic analysis. Simple workup, impressive yields, no column chromatography, green solvent, rapid reaction, and excellent functional group tolerance are the benefits of this protocol. |
format | Online Article Text |
id | pubmed-8044462 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Frontiers Media S.A. |
record_format | MEDLINE/PubMed |
spelling | pubmed-80444622021-04-15 A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields Kerru, Nagaraju Maddila, Suresh Jonnalagadda, Sreekantha B. Front Chem Chemistry We report a highly efficient green protocol for developing a novel library of 1,2,4-triazole-tagged 1,4-dihydropyridine analogs through the one-pot process from the four-component fusion of the 1H-1,2,4-triazol-3-amine with different chosen aldehydes, diethyl acetylenedicarboxylate, and active methylene compounds in a water medium under microwave irradiation and catalyst-free conditions. Excellent yields (94–97%) of the target products were achieved with high selectivity with a short reaction time (<12 min) at room temperature. The structures of the synthesized pyrimidine analogs were established by NMR and HRMS spectroscopic analysis. Simple workup, impressive yields, no column chromatography, green solvent, rapid reaction, and excellent functional group tolerance are the benefits of this protocol. Frontiers Media S.A. 2021-03-31 /pmc/articles/PMC8044462/ /pubmed/33869142 http://dx.doi.org/10.3389/fchem.2021.638832 Text en Copyright © 2021 Kerru, Maddila and Jonnalagadda. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms. |
spellingShingle | Chemistry Kerru, Nagaraju Maddila, Suresh Jonnalagadda, Sreekantha B. A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields |
title | A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields |
title_full | A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields |
title_fullStr | A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields |
title_full_unstemmed | A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields |
title_short | A Facile and Catalyst-Free Microwave-Promoted Multicomponent Reaction for the Synthesis of Functionalised 1,4-Dihydropyridines With Superb Selectivity and Yields |
title_sort | facile and catalyst-free microwave-promoted multicomponent reaction for the synthesis of functionalised 1,4-dihydropyridines with superb selectivity and yields |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8044462/ https://www.ncbi.nlm.nih.gov/pubmed/33869142 http://dx.doi.org/10.3389/fchem.2021.638832 |
work_keys_str_mv | AT kerrunagaraju afacileandcatalystfreemicrowavepromotedmulticomponentreactionforthesynthesisoffunctionalised14dihydropyridineswithsuperbselectivityandyields AT maddilasuresh afacileandcatalystfreemicrowavepromotedmulticomponentreactionforthesynthesisoffunctionalised14dihydropyridineswithsuperbselectivityandyields AT jonnalagaddasreekanthab afacileandcatalystfreemicrowavepromotedmulticomponentreactionforthesynthesisoffunctionalised14dihydropyridineswithsuperbselectivityandyields AT kerrunagaraju facileandcatalystfreemicrowavepromotedmulticomponentreactionforthesynthesisoffunctionalised14dihydropyridineswithsuperbselectivityandyields AT maddilasuresh facileandcatalystfreemicrowavepromotedmulticomponentreactionforthesynthesisoffunctionalised14dihydropyridineswithsuperbselectivityandyields AT jonnalagaddasreekanthab facileandcatalystfreemicrowavepromotedmulticomponentreactionforthesynthesisoffunctionalised14dihydropyridineswithsuperbselectivityandyields |