Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives

Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives Full article

Journal

Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193

Output data

Year: 2025, Volume: 62, Number: 1, Pages: 58-64 Pages count : 7 DOI: 10.1002/jhet.4925

Authors

Izmest'ev Alexei N. ¹ , Baranov Vladimir V. ¹ , Kolotyrkina Natalya G. ¹ , Kravchenko Angelina N. ¹ , Gazieva Galina A. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry Russian Academy of Sciences Moscow Russian Federation

A series of new 4a,7a-diarylperhydroimidazo[4,5-e][1,2,4]triazine-3-thiones were synthesized from 4,5-diaryl-4,5-dihydroxyimidazolidin-2-ones and thiosemicarbazide in high yields, and their interaction with ethyl phenylpropiolate was studied. An effective method for the regioselective synthesis of imidazo[4,5-e][1,3]thiazino[3,2-b][1,2,4]triazines as new heterocycic system derivatives was proposed based on the reaction of aforementioned imidazotriazinethiones with ethyl phenylpropiolate in the presence of MeONa in methanol. The reaction is initiated by a Michael-type addition of the imidazotriazinethiones to the triple bond of ethyl phenylpropiolate followed by intramolecular cyclization.

Izmest'ev A.N. , Baranov V.V. , Kolotyrkina N.G. , Kravchenko A.N. , Gazieva G.A.
Regioselective Synthesis of Imidazo[4,5‐e][1,3]Thiazino[3,2‐b][1,2,4]Triazines as New Heterocyclic System Derivatives
Journal of Heterocyclic Chemistry. 2025. V.62. N1. P.58-64. DOI: 10.1002/jhet.4925 WOS OpenAlex

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