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From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis
New benzothiazine heterocycles have been formed from thiourea derivatives by using different gold catalysts. The catalyst and the conditions were optimised towards the selective synthesis of six‐membered benzothiazine heterocycles, characterised by X‐ray diffraction. Interestingly, these organic com...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9299892/ https://www.ncbi.nlm.nih.gov/pubmed/34784083 http://dx.doi.org/10.1002/chem.202103439 |
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author | Salvador, Daniel Gimeno, M. Concepción |
author_facet | Salvador, Daniel Gimeno, M. Concepción |
author_sort | Salvador, Daniel |
collection | PubMed |
description | New benzothiazine heterocycles have been formed from thiourea derivatives by using different gold catalysts. The catalyst and the conditions were optimised towards the selective synthesis of six‐membered benzothiazine heterocycles, characterised by X‐ray diffraction. Interestingly, these organic compounds evolved under gold catalysis in basic medium to achieve the formation of amino thioquinolines through an unprecedented aromatisation process of the heterocycle. The reaction was also carried out stoichiometrically by reaction with gold complexes to afford thioquinolines coordinated to the gold fragment. Benzothiazine, amino thioquinoline heterocycles and gold‐derived species have a great potential for biological applications. |
format | Online Article Text |
id | pubmed-9299892 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-92998922022-07-21 From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis Salvador, Daniel Gimeno, M. Concepción Chemistry Communications New benzothiazine heterocycles have been formed from thiourea derivatives by using different gold catalysts. The catalyst and the conditions were optimised towards the selective synthesis of six‐membered benzothiazine heterocycles, characterised by X‐ray diffraction. Interestingly, these organic compounds evolved under gold catalysis in basic medium to achieve the formation of amino thioquinolines through an unprecedented aromatisation process of the heterocycle. The reaction was also carried out stoichiometrically by reaction with gold complexes to afford thioquinolines coordinated to the gold fragment. Benzothiazine, amino thioquinoline heterocycles and gold‐derived species have a great potential for biological applications. John Wiley and Sons Inc. 2021-12-04 2021-12-23 /pmc/articles/PMC9299892/ /pubmed/34784083 http://dx.doi.org/10.1002/chem.202103439 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://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 | Communications Salvador, Daniel Gimeno, M. Concepción From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis |
title | From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis |
title_full | From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis |
title_fullStr | From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis |
title_full_unstemmed | From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis |
title_short | From Thioureas to Thioquinolines through Isolated Benzothiazines by Gold Catalysis |
title_sort | from thioureas to thioquinolines through isolated benzothiazines by gold catalysis |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9299892/ https://www.ncbi.nlm.nih.gov/pubmed/34784083 http://dx.doi.org/10.1002/chem.202103439 |
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