Gold-catalyzed 1, 3-Thiazine formation and uncommon tautomer isolation
Resumen: This work represents the first example of a gold-catalyzed formation of 1, 3-thiazine/1, 3-thiazinane by means of a catalytic approach and further uncommon isolation of the two tautomers. The developed protocol gives rise to a broad scope of 1, 3-thiazine derivatives with excellent yields in short reaction times. Interestingly, different isomers could be obtained depending on the state of the compound, and in the crystal state the 1, 3-thiazinane isomer is obtained, while in solution the 1, 3-thiazine is the unique isomer. This work represents an interesting approach for the synthesis of potential biologically relevant molecules and a crucial precedent in tautomerism isolation and characterization. © 2022 American Chemical Society. All rights reserved.
Idioma: Inglés
DOI: 10.1021/acs.joc.2c00947
Año: 2022
Publicado en: Journal of Organic Chemistry 87, 16 (2022), 10747-10754
ISSN: 0022-3263

Factor impacto JCR: 3.6 (2022)
Categ. JCR: CHEMISTRY, ORGANIC rank: 10 / 52 = 0.192 (2022) - Q1 - T1
Factor impacto CITESCORE: 6.8 - Chemistry (Q1)

Factor impacto SCIMAGO: 0.892 - Organic Chemistry (Q1)

Financiación: info:eu-repo/grantAgreement/ES/DGA-FSE/E07-20R
Financiación: info:eu-repo/grantAgreement/ES/MCIN/AEI/PID2020-117455GB-I00
Financiación: info:eu-repo/grantAgreement/ES/MICINN/PID2019-104379RB-C21-AEI-10.13039-501100011033
Tipo y forma: Article (Published version)
Área (Departamento): Área Paleontología (Dpto. Ciencias de la Tierra)

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 Record created 2022-10-20, last modified 2023-09-14

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