A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds

To discover an efficient and convenient method to synthesize C2-arylacylated benzothiazoles as potential drug scaffolds, a novel [bis(trifluoroacetoxy)iodo]benzene(PIFA)/KOH synergistically promoted direct ring-opening C2-arylacylation reaction of 2H-benzothiazoles with aryl methyl ketones has been...

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Detalles Bibliográficos
Autores principales: Sun, Xiao-Tong, Hu, Zhi-Gang, Huang, Zhen, Zhou, Ling-Li, Weng, Jian-Quan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838045/
https://www.ncbi.nlm.nih.gov/pubmed/35163992
http://dx.doi.org/10.3390/molecules27030726
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author Sun, Xiao-Tong
Hu, Zhi-Gang
Huang, Zhen
Zhou, Ling-Li
Weng, Jian-Quan
author_facet Sun, Xiao-Tong
Hu, Zhi-Gang
Huang, Zhen
Zhou, Ling-Li
Weng, Jian-Quan
author_sort Sun, Xiao-Tong
collection PubMed
description To discover an efficient and convenient method to synthesize C2-arylacylated benzothiazoles as potential drug scaffolds, a novel [bis(trifluoroacetoxy)iodo]benzene(PIFA)/KOH synergistically promoted direct ring-opening C2-arylacylation reaction of 2H-benzothiazoles with aryl methyl ketones has been developed. Various substrates were tolerated under optimized conditions affording the C2-arylacylation products in 70–95% yields for 38 examples. A plausible mechanism was also proposed based on a series of controlled experiments.
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spelling pubmed-88380452022-02-13 A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds Sun, Xiao-Tong Hu, Zhi-Gang Huang, Zhen Zhou, Ling-Li Weng, Jian-Quan Molecules Communication To discover an efficient and convenient method to synthesize C2-arylacylated benzothiazoles as potential drug scaffolds, a novel [bis(trifluoroacetoxy)iodo]benzene(PIFA)/KOH synergistically promoted direct ring-opening C2-arylacylation reaction of 2H-benzothiazoles with aryl methyl ketones has been developed. Various substrates were tolerated under optimized conditions affording the C2-arylacylation products in 70–95% yields for 38 examples. A plausible mechanism was also proposed based on a series of controlled experiments. MDPI 2022-01-22 /pmc/articles/PMC8838045/ /pubmed/35163992 http://dx.doi.org/10.3390/molecules27030726 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Sun, Xiao-Tong
Hu, Zhi-Gang
Huang, Zhen
Zhou, Ling-Li
Weng, Jian-Quan
A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds
title A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds
title_full A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds
title_fullStr A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds
title_full_unstemmed A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds
title_short A Novel PIFA/KOH Promoted Approach to Synthesize C2-arylacylated Benzothiazoles as Potential Drug Scaffolds
title_sort novel pifa/koh promoted approach to synthesize c2-arylacylated benzothiazoles as potential drug scaffolds
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838045/
https://www.ncbi.nlm.nih.gov/pubmed/35163992
http://dx.doi.org/10.3390/molecules27030726
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