Synthesis of Functionalized Imidazo[4,5-]thiazolo[3,2-]triazines by Condensation of Imidazo[4,5-]triazinethiones with DMAD or DEAD and Rearrangement to Imidazo[4,5-]thiazolo[2,3-]triazines

Overview

Journal Beilstein J Org Chem

Specialty Chemistry

Date 2021 Jun 7

PMID 34093880

Citations 3

Authors

Alexei N Izmestev

Dmitry B Vinogradov

Natalya G Kolotyrkina

Angelina N Kravchenko

Galina A Gazieva

Affiliations

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Abstract

Two series of functionalized imidazothiazolotriazine derivatives were synthesized via the condensation of imidazo[4,5-]-1,2,4-triazine-3-thiones with acetylenedicarboxylic acid dimethyl and diethyl esters (DMAD and DEAD) and subsequent base-catalyzed rearrangement of the obtained imidazo[4,5-]thiazolo[3,2-]-1,2,4-triazines into regioisomeric imidazo[4,5-]thiazolo[2,3-]-1,2,4-triazine derivatives.

Citing Articles

Diastereoselective Synthesis of Dispiro[Imidazothiazolotriazine-Pyrrolidin-Oxindoles] and Their Isomerization Pathways in Basic Medium.

Izmest Ev A, Vinogradov D, Kravchenko A, Kolotyrkina N, Gazieva G Int J Mol Sci. 2023; 24(22).

PMID: 38003560 PMC: 10671214. DOI: 10.3390/ijms242216359.

Synthesis of imidazo[4,5-][1,3]thiazino[2,3-][1,2,4]triazines via a base-induced rearrangement of functionalized imidazo[4,5-]thiazolo[2,3-][1,2,4]triazines.

Vinogradov D, Izmestev A, Kravchenko A, Strelenko Y, Gazieva G Beilstein J Org Chem. 2023; 19:1047-1054.

PMID: 37533878 PMC: 10390826. DOI: 10.3762/bjoc.19.80.

Synthesis, Structure and Stereochemistry of Dispirocompounds Based on Imidazothiazolotriazine and Pyrrolidineoxindole.

Izmestev A, Karnoukhova V, Larin A, Kravchenko A, Fershtat L, Gazieva G Int J Mol Sci. 2022; 23(22).

PMID: 36430300 PMC: 9699425. DOI: 10.3390/ijms232213820.

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