Cargando…
Rapid Construction of Substituted Dihydrothiophene Ureidoformamides at Room Temperature Using Diisopropyl Ethyl Ammonium Acetate: A Green Perspective
[Image: see text] An economic, sustainable, and straightforward environmentally friendly synthesis of highly diversified polyfunctional dihydrothiophenes is successfully achieved via diisopropyl ethyl ammonium acetate as a room-temperature ionic liquid. Multicomponent synthesis contains domino proce...
Autores principales: | , , , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2020
|
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7675536/ https://www.ncbi.nlm.nih.gov/pubmed/33225136 http://dx.doi.org/10.1021/acsomega.0c03575 |
_version_ | 1783611671104716800 |
---|---|
author | Jadhav, Chetan K. Nipate, Amol S. Chate, Asha V Dofe, Vidya S. Sangshetti, Jaiprakash N. Khedkar, Vijay M. Gill, Charansingh. H. |
author_facet | Jadhav, Chetan K. Nipate, Amol S. Chate, Asha V Dofe, Vidya S. Sangshetti, Jaiprakash N. Khedkar, Vijay M. Gill, Charansingh. H. |
author_sort | Jadhav, Chetan K. |
collection | PubMed |
description | [Image: see text] An economic, sustainable, and straightforward environmentally friendly synthesis of highly diversified polyfunctional dihydrothiophenes is successfully achieved via diisopropyl ethyl ammonium acetate as a room-temperature ionic liquid. Multicomponent synthesis contains domino processes; the benefit of this present protocol is highlighted by its readily available starting materials, superior functional group tolerance, purity of synthesized compounds was checked by high-performance liquid chromatography results in up to 99.7% purity for the synthesized compounds, reaction mass efficiency, effective mass yield, and excellent atom economy. In addition, a series of 2-(N-carbamoyl acetamide)-substituted 2,3-dihydrothiophene analogs were synthesized, and selected samples were chosen for testing their in vitro antibacterial and antifungal activities. Furthermore, a molecular docking study against sterol 14α-demethylase could provide valuable insight into the mechanism of antifungal action providing an opportunity for structure-based lead optimization. |
format | Online Article Text |
id | pubmed-7675536 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-76755362020-11-20 Rapid Construction of Substituted Dihydrothiophene Ureidoformamides at Room Temperature Using Diisopropyl Ethyl Ammonium Acetate: A Green Perspective Jadhav, Chetan K. Nipate, Amol S. Chate, Asha V Dofe, Vidya S. Sangshetti, Jaiprakash N. Khedkar, Vijay M. Gill, Charansingh. H. ACS Omega [Image: see text] An economic, sustainable, and straightforward environmentally friendly synthesis of highly diversified polyfunctional dihydrothiophenes is successfully achieved via diisopropyl ethyl ammonium acetate as a room-temperature ionic liquid. Multicomponent synthesis contains domino processes; the benefit of this present protocol is highlighted by its readily available starting materials, superior functional group tolerance, purity of synthesized compounds was checked by high-performance liquid chromatography results in up to 99.7% purity for the synthesized compounds, reaction mass efficiency, effective mass yield, and excellent atom economy. In addition, a series of 2-(N-carbamoyl acetamide)-substituted 2,3-dihydrothiophene analogs were synthesized, and selected samples were chosen for testing their in vitro antibacterial and antifungal activities. Furthermore, a molecular docking study against sterol 14α-demethylase could provide valuable insight into the mechanism of antifungal action providing an opportunity for structure-based lead optimization. American Chemical Society 2020-11-05 /pmc/articles/PMC7675536/ /pubmed/33225136 http://dx.doi.org/10.1021/acsomega.0c03575 Text en © 2020 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 Dofe, Vidya S. Sangshetti, Jaiprakash N. Khedkar, Vijay M. Gill, Charansingh. H. Rapid Construction of Substituted Dihydrothiophene Ureidoformamides at Room Temperature Using Diisopropyl Ethyl Ammonium Acetate: A Green Perspective |
title | Rapid Construction of Substituted Dihydrothiophene
Ureidoformamides at Room Temperature Using Diisopropyl Ethyl Ammonium
Acetate: A Green Perspective |
title_full | Rapid Construction of Substituted Dihydrothiophene
Ureidoformamides at Room Temperature Using Diisopropyl Ethyl Ammonium
Acetate: A Green Perspective |
title_fullStr | Rapid Construction of Substituted Dihydrothiophene
Ureidoformamides at Room Temperature Using Diisopropyl Ethyl Ammonium
Acetate: A Green Perspective |
title_full_unstemmed | Rapid Construction of Substituted Dihydrothiophene
Ureidoformamides at Room Temperature Using Diisopropyl Ethyl Ammonium
Acetate: A Green Perspective |
title_short | Rapid Construction of Substituted Dihydrothiophene
Ureidoformamides at Room Temperature Using Diisopropyl Ethyl Ammonium
Acetate: A Green Perspective |
title_sort | rapid construction of substituted dihydrothiophene
ureidoformamides at room temperature using diisopropyl ethyl ammonium
acetate: a green perspective |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7675536/ https://www.ncbi.nlm.nih.gov/pubmed/33225136 http://dx.doi.org/10.1021/acsomega.0c03575 |
work_keys_str_mv | AT jadhavchetank rapidconstructionofsubstituteddihydrothiopheneureidoformamidesatroomtemperatureusingdiisopropylethylammoniumacetateagreenperspective AT nipateamols rapidconstructionofsubstituteddihydrothiopheneureidoformamidesatroomtemperatureusingdiisopropylethylammoniumacetateagreenperspective AT chateashav rapidconstructionofsubstituteddihydrothiopheneureidoformamidesatroomtemperatureusingdiisopropylethylammoniumacetateagreenperspective AT dofevidyas rapidconstructionofsubstituteddihydrothiopheneureidoformamidesatroomtemperatureusingdiisopropylethylammoniumacetateagreenperspective AT sangshettijaiprakashn rapidconstructionofsubstituteddihydrothiopheneureidoformamidesatroomtemperatureusingdiisopropylethylammoniumacetateagreenperspective AT khedkarvijaym rapidconstructionofsubstituteddihydrothiopheneureidoformamidesatroomtemperatureusingdiisopropylethylammoniumacetateagreenperspective AT gillcharansinghh rapidconstructionofsubstituteddihydrothiopheneureidoformamidesatroomtemperatureusingdiisopropylethylammoniumacetateagreenperspective |