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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...

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Autores principales: Salvador, Daniel, Gimeno, M. Concepción
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
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.
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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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