One‐pot regioselective synthesis of new imidazothiazolotriazines by reaction of imidazotriazines with propargyl bromide

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 imi...

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Bibliographic Details
Published inJournal of heterocyclic chemistry Vol. 60; no. 9; pp. 1609 - 1618
Main Authors Vinogradova, Ekaterina E, Kravchenko, Angelina N, Gazieva, Galina A
Format Journal Article
LanguageEnglish
Published Hoboken Wiley Subscription Services, Inc 01.09.2023
Subjects
Bromides
Deuterium
Potassium carbonate
Regioselectivity
Synthesis
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Summary: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.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4706