Abstract: In the present work, we describe the first example of the assembly of a 1,3-thiazine core based on a novel multicomponent condensation of heterocyclic enamines with diverse carbonyl compounds and thioamides. Employing a series of substituted 5-aminopyrazoles as an enamine component, we have demonstrated that the studied interaction results in the formation of a pyrazolo[3,4-d][1,3]thiazine framework. Relying on previous research, a straightforward approach to preparing the considered bicyclic system was developed. Applying the presented general method, a set of final pyrazolo[3,4-d][1,3]thiazine derivatives were obtained in yields up to 79%. Furthermore, it was shown that in some cases the investigated multicomponent reaction affords the appropriate pyrazolo[3,4-d]pyrimidines. A wide range of readily accessible starting compounds, atom economy and simple synthetic procedure are the advantages of the elaborated method. The structure of one of the target pyrazolo[3,4-d][1,3]thiazines was confirmed by X-ray diffraction.

Cite: Ignatova D.S. , Kudryavtseva E.N. , Samigullina A.I. , Lichitsky B.V.
Construction of the pyrazolo[3,4- d ][1,3]thiazine core via a multicomponent reaction of 5-aminopyrazoles with carbonyl compounds and thioamides
Organic & Biomolecular Chemistry. 2026. V.24. N30. P.6244-6249. DOI: 10.1039/d6ob00783j WOS Scopus OpenAlex

Dates:

Submitted:	May 15, 2026
Accepted:	Jul 16, 2026
Published online:	Aug 5, 2026

Identifiers:

≡ Web of science:	WOS:001825874700001
≡ Scopus:	2-s2.0-105046666448
≡ OpenAlex:	W7168896598

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