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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...

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Autores principales: Németh, András Gy., Szabó, Renáta, Domján, Attila, Keserű, György M., Ábrányi‐Balogh, Péter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
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.
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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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