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Gold-Catalyzed 1,3-Thiazine Formation and Uncommon Tautomer Isolation.


ABSTRACT: 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.

SUBMITTER: Canudo-Barreras G 

PROVIDER: S-EPMC9400392 | biostudies-literature | 2022 Aug

REPOSITORIES: biostudies-literature