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Efficient Rapid Access to Biginelli for the Multicomponent Synthesis of 1,2,3,4-Tetrahydropyrimidines in Room-Temperature Diisopropyl Ethyl Ammonium Acetate
[Image: see text] The diisopropyl ethyl ammonium acetate (DIPEAc)-promoted Biginelli protocol has been developed for the first time by a successive one-pot three-component reaction of aldehydes, ethylcyanoacetate/ethyl acetoacetate, and thiourea/urea to afford pharmacologically promising 1,2,3,4-tet...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2019
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6941212/ https://www.ncbi.nlm.nih.gov/pubmed/31909314 http://dx.doi.org/10.1021/acsomega.9b02286 |
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author | Jadhav, Chetan K. Nipate, Amol S. Chate, Asha V. Songire, Vishal D. Patil, Anil P. Gill, Charansingh. H. |
author_facet | Jadhav, Chetan K. Nipate, Amol S. Chate, Asha V. Songire, Vishal D. Patil, Anil P. Gill, Charansingh. H. |
author_sort | Jadhav, Chetan K. |
collection | PubMed |
description | [Image: see text] The diisopropyl ethyl ammonium acetate (DIPEAc)-promoted Biginelli protocol has been developed for the first time by a successive one-pot three-component reaction of aldehydes, ethylcyanoacetate/ethyl acetoacetate, and thiourea/urea to afford pharmacologically promising 1,2,3,4-tetrahydropyrimidines in high yields at room temperature. The key benefits of the present scheme are the capability to allow a variability of functional groups, short reaction times, easy workup, high yields, recyclability of the catalyst, and solvent-free conditions, thus providing economic and environmental advantages. In addition, a series of 4-oxo-6-aryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitriles analogues were synthesized and selected for their in vitro antifungal and antibacterial activities. |
format | Online Article Text |
id | pubmed-6941212 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-69412122020-01-06 Efficient Rapid Access to Biginelli for the Multicomponent Synthesis of 1,2,3,4-Tetrahydropyrimidines in Room-Temperature Diisopropyl Ethyl Ammonium Acetate Jadhav, Chetan K. Nipate, Amol S. Chate, Asha V. Songire, Vishal D. Patil, Anil P. Gill, Charansingh. H. ACS Omega [Image: see text] The diisopropyl ethyl ammonium acetate (DIPEAc)-promoted Biginelli protocol has been developed for the first time by a successive one-pot three-component reaction of aldehydes, ethylcyanoacetate/ethyl acetoacetate, and thiourea/urea to afford pharmacologically promising 1,2,3,4-tetrahydropyrimidines in high yields at room temperature. The key benefits of the present scheme are the capability to allow a variability of functional groups, short reaction times, easy workup, high yields, recyclability of the catalyst, and solvent-free conditions, thus providing economic and environmental advantages. In addition, a series of 4-oxo-6-aryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitriles analogues were synthesized and selected for their in vitro antifungal and antibacterial activities. American Chemical Society 2019-12-17 /pmc/articles/PMC6941212/ /pubmed/31909314 http://dx.doi.org/10.1021/acsomega.9b02286 Text en Copyright © 2019 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 | Jadhav, Chetan K. Nipate, Amol S. Chate, Asha V. Songire, Vishal D. Patil, Anil P. Gill, Charansingh. H. Efficient Rapid Access to Biginelli for the Multicomponent Synthesis of 1,2,3,4-Tetrahydropyrimidines in Room-Temperature Diisopropyl Ethyl Ammonium Acetate |
title | Efficient Rapid
Access to Biginelli for the Multicomponent
Synthesis of 1,2,3,4-Tetrahydropyrimidines in Room-Temperature Diisopropyl
Ethyl Ammonium Acetate |
title_full | Efficient Rapid
Access to Biginelli for the Multicomponent
Synthesis of 1,2,3,4-Tetrahydropyrimidines in Room-Temperature Diisopropyl
Ethyl Ammonium Acetate |
title_fullStr | Efficient Rapid
Access to Biginelli for the Multicomponent
Synthesis of 1,2,3,4-Tetrahydropyrimidines in Room-Temperature Diisopropyl
Ethyl Ammonium Acetate |
title_full_unstemmed | Efficient Rapid
Access to Biginelli for the Multicomponent
Synthesis of 1,2,3,4-Tetrahydropyrimidines in Room-Temperature Diisopropyl
Ethyl Ammonium Acetate |
title_short | Efficient Rapid
Access to Biginelli for the Multicomponent
Synthesis of 1,2,3,4-Tetrahydropyrimidines in Room-Temperature Diisopropyl
Ethyl Ammonium Acetate |
title_sort | efficient rapid
access to biginelli for the multicomponent
synthesis of 1,2,3,4-tetrahydropyrimidines in room-temperature diisopropyl
ethyl ammonium acetate |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6941212/ https://www.ncbi.nlm.nih.gov/pubmed/31909314 http://dx.doi.org/10.1021/acsomega.9b02286 |
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