000118954 001__ 118954 000118954 005__ 20240319081010.0 000118954 0247_ $$2doi$$a10.1021/acs.joc.2c00947 000118954 0248_ $$2sideral$$a130090 000118954 037__ $$aART-2022-130090 000118954 041__ $$aeng 000118954 100__ $$0(orcid)0000-0003-1732-9155$$aCanudo-Barreras, G.$$uUniversidad de Zaragoza 000118954 245__ $$aGold-catalyzed 1, 3-Thiazine formation and uncommon tautomer isolation 000118954 260__ $$c2022 000118954 5060_ $$aAccess copy available to the general public$$fUnrestricted 000118954 5203_ $$aThis 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. 000118954 536__ $$9info:eu-repo/grantAgreement/ES/DGA-FSE/E07-20R$$9info:eu-repo/grantAgreement/ES/MCIN/AEI/PID2020-117455GB-I00$$9info:eu-repo/grantAgreement/ES/MICINN/PID2019-104379RB-C21-AEI-10.13039-501100011033 000118954 540__ $$9info:eu-repo/semantics/openAccess$$aby$$uhttp://creativecommons.org/licenses/by/3.0/es/ 000118954 590__ $$a3.6$$b2022 000118954 592__ $$a0.892$$b2022 000118954 591__ $$aCHEMISTRY, ORGANIC$$b10 / 52 = 0.192$$c2022$$dQ1$$eT1 000118954 593__ $$aOrganic Chemistry$$c2022$$dQ1 000118954 594__ $$a6.8$$b2022 000118954 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion 000118954 700__ $$aSalvador, D. 000118954 700__ $$aHerrera, R. P. 000118954 700__ $$0(orcid)0000-0003-0553-0695$$aGimeno, M. C. 000118954 7102_ $$12000$$2655$$aUniversidad de Zaragoza$$bDpto. Ciencias de la Tierra$$cÁrea Paleontología 000118954 773__ $$g87, 16 (2022), 10747-10754$$pJ. org. chem.$$tJournal of Organic Chemistry$$x0022-3263 000118954 8564_ $$s2430765$$uhttps://zaguan.unizar.es/record/118954/files/texto_completo.pdf$$yVersión publicada 000118954 8564_ $$s2400432$$uhttps://zaguan.unizar.es/record/118954/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada 000118954 909CO $$ooai:zaguan.unizar.es:118954$$particulos$$pdriver 000118954 951__ $$a2024-03-18-15:04:14 000118954 980__ $$aARTICLE