One‐pot regioselective synthesis of new imidazo[4,5‐e]thiazolo[3,2‐b][1,2,4]triazines by reaction of imidazotriazines with propargyl bromide

One‐pot regioselective synthesis of new imidazo[4,5‐e]thiazolo[3,2‐b][1,2,4]triazines by reaction of imidazotriazines with propargyl bromide Full article

Journal

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

Output data

Year: 2023, Volume: 60, Number: 9, Pages: 1609-1618 Pages count : 10 DOI: 10.1002/jhet.4706

Authors

Vinogradova Ekaterina E. ¹ , Kravchenko Angelina N. ¹ , Gazieva Galina A. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia

A regioselective one-pot method for the synthesis of imidazo[4,5-e]thiazolo[3,2-b][1,2,4]triazine derivatives has been developed by the reaction of imidazotriazinethiones with propargyl bromides upon treatment with potassium carbonate in methanol. The synthesis was accomplished by converting the imidazotriazinethiones into S-propargyl derivatives followed by subsequent 5-exo-dig cyclization. The mechanism of the cyclization was studied using deuterium labels.

Vinogradova E.E. , Kravchenko A.N. , Gazieva G.A.
One‐pot regioselective synthesis of new imidazo[4,5‐e]thiazolo[3,2‐b][1,2,4]triazines by reaction of imidazotriazines with propargyl bromide
Journal of Heterocyclic Chemistry. 2023. V.60. N9. P.1609-1618. DOI: 10.1002/jhet.4706 WOS Scopus OpenAlex

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