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Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts
An efficient synthesis of methoxy-substituted thioxanthylium salts has been developed. The reaction of diaryl sulfides with benzoyl chlorides in the presence of TfOH smoothly proceeded to give the desired thioxanthylium salts in good yields. In their UV–vis spectra, the maximum absorption wavelength...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Beilstein-Institut
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6753671/ https://www.ncbi.nlm.nih.gov/pubmed/31579074 http://dx.doi.org/10.3762/bjoc.15.208 |
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author | Tanaka, Kenta Tanaka, Yuta Kishimoto, Mami Hoshino, Yujiro Honda, Kiyoshi |
author_facet | Tanaka, Kenta Tanaka, Yuta Kishimoto, Mami Hoshino, Yujiro Honda, Kiyoshi |
author_sort | Tanaka, Kenta |
collection | PubMed |
description | An efficient synthesis of methoxy-substituted thioxanthylium salts has been developed. The reaction of diaryl sulfides with benzoyl chlorides in the presence of TfOH smoothly proceeded to give the desired thioxanthylium salts in good yields. In their UV–vis spectra, the maximum absorption wavelengths of methoxy-functionalized thioxanthylium salts were observed at around 460 nm, which show a drastic red shift compared to the parent thioxanthylium salts. The present reaction provides a versatile access to functionalized thioxanthylium salts, and therefore it constitutes a promising tool for the synthesis of biologically and photochemically active molecules. |
format | Online Article Text |
id | pubmed-6753671 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-67536712019-10-02 Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts Tanaka, Kenta Tanaka, Yuta Kishimoto, Mami Hoshino, Yujiro Honda, Kiyoshi Beilstein J Org Chem Full Research Paper An efficient synthesis of methoxy-substituted thioxanthylium salts has been developed. The reaction of diaryl sulfides with benzoyl chlorides in the presence of TfOH smoothly proceeded to give the desired thioxanthylium salts in good yields. In their UV–vis spectra, the maximum absorption wavelengths of methoxy-functionalized thioxanthylium salts were observed at around 460 nm, which show a drastic red shift compared to the parent thioxanthylium salts. The present reaction provides a versatile access to functionalized thioxanthylium salts, and therefore it constitutes a promising tool for the synthesis of biologically and photochemically active molecules. Beilstein-Institut 2019-09-05 /pmc/articles/PMC6753671/ /pubmed/31579074 http://dx.doi.org/10.3762/bjoc.15.208 Text en Copyright © 2019, Tanaka et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Tanaka, Kenta Tanaka, Yuta Kishimoto, Mami Hoshino, Yujiro Honda, Kiyoshi Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts |
title | Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts |
title_full | Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts |
title_fullStr | Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts |
title_full_unstemmed | Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts |
title_short | Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts |
title_sort | friedel–crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6753671/ https://www.ncbi.nlm.nih.gov/pubmed/31579074 http://dx.doi.org/10.3762/bjoc.15.208 |
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