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Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid

The synthesis of thioethers starting from alcohols and thiols in the presence of amorphous solid acid catalysts is reported. A silica alumina catalyst with a very low content in alumina gave excellent results in terms of both activity and selectivity also under solvent-free conditions. The reaction...

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Autores principales: Santoro, Federica, Mariani, Matteo, Zaccheria, Federica, Psaro, Rinaldo, Ravasio, Nicoletta
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238612/
https://www.ncbi.nlm.nih.gov/pubmed/28144333
http://dx.doi.org/10.3762/bjoc.12.259
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author Santoro, Federica
Mariani, Matteo
Zaccheria, Federica
Psaro, Rinaldo
Ravasio, Nicoletta
author_facet Santoro, Federica
Mariani, Matteo
Zaccheria, Federica
Psaro, Rinaldo
Ravasio, Nicoletta
author_sort Santoro, Federica
collection PubMed
description The synthesis of thioethers starting from alcohols and thiols in the presence of amorphous solid acid catalysts is reported. A silica alumina catalyst with a very low content in alumina gave excellent results in terms of both activity and selectivity also under solvent-free conditions. The reaction rate follows the electron density of the carbinol atom in the substrate alcohol and yields up to 99% and can be obtained for a wide range of substrates under mild reaction conditions.
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spelling pubmed-52386122017-01-31 Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid Santoro, Federica Mariani, Matteo Zaccheria, Federica Psaro, Rinaldo Ravasio, Nicoletta Beilstein J Org Chem Full Research Paper The synthesis of thioethers starting from alcohols and thiols in the presence of amorphous solid acid catalysts is reported. A silica alumina catalyst with a very low content in alumina gave excellent results in terms of both activity and selectivity also under solvent-free conditions. The reaction rate follows the electron density of the carbinol atom in the substrate alcohol and yields up to 99% and can be obtained for a wide range of substrates under mild reaction conditions. Beilstein-Institut 2016-12-06 /pmc/articles/PMC5238612/ /pubmed/28144333 http://dx.doi.org/10.3762/bjoc.12.259 Text en Copyright © 2016, Santoro 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), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. 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
Santoro, Federica
Mariani, Matteo
Zaccheria, Federica
Psaro, Rinaldo
Ravasio, Nicoletta
Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid
title Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid
title_full Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid
title_fullStr Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid
title_full_unstemmed Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid
title_short Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid
title_sort selective synthesis of thioethers in the presence of a transition-metal-free solid lewis acid
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238612/
https://www.ncbi.nlm.nih.gov/pubmed/28144333
http://dx.doi.org/10.3762/bjoc.12.259
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