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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...

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Autores principales: Jadhav, Chetan K., Nipate, Amol S., Chate, Asha V, Dofe, Vidya S., Sangshetti, Jaiprakash N., Khedkar, Vijay M., Gill, Charansingh. H.
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
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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.
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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
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