doi:10.1021/acs.joc.2c00947engCanudo-Barreras, G.Salvador, D.Herrera, R. P.Gimeno, M. C.Gold-catalyzed 1, 3-Thiazine formation and uncommon tautomer isolationART-2022-130090This 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.2022http://zaguan.unizar.es/record/11895410.1021/acs.joc.2c00947http://zaguan.unizar.es/record/118954oai:zaguan.unizar.es:118954info:eu-repo/grantAgreement/ES/DGA-FSE/E07-20Rinfo:eu-repo/grantAgreement/ES/MCIN/AEI/PID2020-117455GB-I00info:eu-repo/grantAgreement/ES/MICINN/PID2019-104379RB-C21-AEI-10.13039-501100011033Journal of Organic Chemistry 87, 16 (2022), 10747-10754byhttp://creativecommons.org/licenses/by/3.0/es/info:eu-repo/semantics/openAccess