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Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents

A rapid and simple method was developed for the synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of para-quinone methides (p-QMs) with organosulfur reagents. A series of diarylmethyl thioethers were synthesized at 13–85% yields by this method. After that, th...

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Detalles Bibliográficos
Autores principales: Shuai, Ming-Shan, Guan, Xiang, Fei, Xing-Hai, Zhang, Mao, Fu, Xiao-Zhong, He, Bin, Zhao, Yong-Long
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10132255/
https://www.ncbi.nlm.nih.gov/pubmed/37124019
http://dx.doi.org/10.1039/d3ra01815f
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author Shuai, Ming-Shan
Guan, Xiang
Fei, Xing-Hai
Zhang, Mao
Fu, Xiao-Zhong
He, Bin
Zhao, Yong-Long
author_facet Shuai, Ming-Shan
Guan, Xiang
Fei, Xing-Hai
Zhang, Mao
Fu, Xiao-Zhong
He, Bin
Zhao, Yong-Long
author_sort Shuai, Ming-Shan
collection PubMed
description A rapid and simple method was developed for the synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of para-quinone methides (p-QMs) with organosulfur reagents. A series of diarylmethyl thioethers were synthesized at 13–85% yields by this method. After that, the antibacterial activities of synthesized diarylmethyl thioethers and their derivatives were evaluated. The MIC range (μg mL(−1)) against Staphylococcus aureus ATCC 25923 and clinically isolated methicillin-resistant S. aureus was 8–128 and 64–128, respectively.
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spelling pubmed-101322552023-04-27 Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents Shuai, Ming-Shan Guan, Xiang Fei, Xing-Hai Zhang, Mao Fu, Xiao-Zhong He, Bin Zhao, Yong-Long RSC Adv Chemistry A rapid and simple method was developed for the synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of para-quinone methides (p-QMs) with organosulfur reagents. A series of diarylmethyl thioethers were synthesized at 13–85% yields by this method. After that, the antibacterial activities of synthesized diarylmethyl thioethers and their derivatives were evaluated. The MIC range (μg mL(−1)) against Staphylococcus aureus ATCC 25923 and clinically isolated methicillin-resistant S. aureus was 8–128 and 64–128, respectively. The Royal Society of Chemistry 2023-04-26 /pmc/articles/PMC10132255/ /pubmed/37124019 http://dx.doi.org/10.1039/d3ra01815f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Shuai, Ming-Shan
Guan, Xiang
Fei, Xing-Hai
Zhang, Mao
Fu, Xiao-Zhong
He, Bin
Zhao, Yong-Long
Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents
title Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents
title_full Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents
title_fullStr Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents
title_full_unstemmed Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents
title_short Synthesis of diarylmethyl thioethers via a DABCO-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents
title_sort synthesis of diarylmethyl thioethers via a dabco-catalyzed 1,6-conjugate addition reaction of p-quinone methides with organosulfur reagents
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10132255/
https://www.ncbi.nlm.nih.gov/pubmed/37124019
http://dx.doi.org/10.1039/d3ra01815f
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