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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...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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The Royal Society of Chemistry
2023
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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. |
format | Online Article Text |
id | pubmed-10132255 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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