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Chromatography‐Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur
The development of a new three‐component chromatography‐free reaction of isocyanides, amines and elemental sulfur allowed us the straightforward synthesis of thioureas in water. Considering a large pool of organic and inorganic bases, we first optimized the preparation of aqueous polysulfide solutio...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7780808/ https://www.ncbi.nlm.nih.gov/pubmed/33377316 http://dx.doi.org/10.1002/open.202000250 |
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author | Németh, András Gy. Szabó, Renáta Domján, Attila Keserű, György M. Ábrányi‐Balogh, Péter |
author_facet | Németh, András Gy. Szabó, Renáta Domján, Attila Keserű, György M. Ábrányi‐Balogh, Péter |
author_sort | Németh, András Gy. |
collection | PubMed |
description | The development of a new three‐component chromatography‐free reaction of isocyanides, amines and elemental sulfur allowed us the straightforward synthesis of thioureas in water. Considering a large pool of organic and inorganic bases, we first optimized the preparation of aqueous polysulfide solution from elemental sulfur. Using polysulfide solution, we were able to omit the otherwise mandatory chromatography, and to isolate the crystalline products directly from the reaction mixture by a simple filtration, retaining the sulfur in the solution phase. A wide range of thioureas synthesized in this way confirmed the reasonable substrate and functional group tolerance of our protocol. |
format | Online Article Text |
id | pubmed-7780808 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-77808082021-01-08 Chromatography‐Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur Németh, András Gy. Szabó, Renáta Domján, Attila Keserű, György M. Ábrányi‐Balogh, Péter ChemistryOpen Full Papers The development of a new three‐component chromatography‐free reaction of isocyanides, amines and elemental sulfur allowed us the straightforward synthesis of thioureas in water. Considering a large pool of organic and inorganic bases, we first optimized the preparation of aqueous polysulfide solution from elemental sulfur. Using polysulfide solution, we were able to omit the otherwise mandatory chromatography, and to isolate the crystalline products directly from the reaction mixture by a simple filtration, retaining the sulfur in the solution phase. A wide range of thioureas synthesized in this way confirmed the reasonable substrate and functional group tolerance of our protocol. John Wiley and Sons Inc. 2020-12-30 /pmc/articles/PMC7780808/ /pubmed/33377316 http://dx.doi.org/10.1002/open.202000250 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Full Papers Németh, András Gy. Szabó, Renáta Domján, Attila Keserű, György M. Ábrányi‐Balogh, Péter Chromatography‐Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur |
title | Chromatography‐Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur |
title_full | Chromatography‐Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur |
title_fullStr | Chromatography‐Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur |
title_full_unstemmed | Chromatography‐Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur |
title_short | Chromatography‐Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur |
title_sort | chromatography‐free multicomponent synthesis of thioureas enabled by aqueous solution of elemental sulfur |
topic | Full Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7780808/ https://www.ncbi.nlm.nih.gov/pubmed/33377316 http://dx.doi.org/10.1002/open.202000250 |
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