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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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Detalles Bibliográficos
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
Descripción
Sumario: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.