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Substituent-dependent synthesis of isomeric imidazoles from azirines and amidines. / Галенко, Екатерина Евгениевна; Прокопьева, Ирина Николаевна; Иванов, Александр Юльевич; Занахов, Тимур Олегович; Новиков, Михаил Сергеевич; Хлебников, Александр Феодосиевич.

в: Tetrahedron, Том 188, 134950, 01.12.2025.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

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@article{869f6f7e71124a38923ed7317f0acefe,
title = "Substituent-dependent synthesis of isomeric imidazoles from azirines and amidines",
abstract = "The synthesis of 2,4,5-trisubstituted imidazoles with a Weinreb amide, ester, keto or aldehyde group, as well as 2,5-diaryl substituted imidazoles by the reaction of amidines with azirines has been reported. The reaction mechanism explaining dependence of imidazole structure on substituent at the position 2 of the azirine is discussed based on experiment with 15N-labelled azirine and DFT calculations.",
keywords = "15N-labelled heterocycles, Azirines, Benzamidines, Imidazoles, Weinreb amides",
author = "Галенко, {Екатерина Евгениевна} and Прокопьева, {Ирина Николаевна} and Иванов, {Александр Юльевич} and Занахов, {Тимур Олегович} and Новиков, {Михаил Сергеевич} and Хлебников, {Александр Феодосиевич}",
year = "2025",
month = dec,
day = "1",
doi = "10.1016/j.tet.2025.134950",
language = "English",
volume = "188",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier",

}

RIS

TY - JOUR

T1 - Substituent-dependent synthesis of isomeric imidazoles from azirines and amidines

AU - Галенко, Екатерина Евгениевна

AU - Прокопьева, Ирина Николаевна

AU - Иванов, Александр Юльевич

AU - Занахов, Тимур Олегович

AU - Новиков, Михаил Сергеевич

AU - Хлебников, Александр Феодосиевич

PY - 2025/12/1

Y1 - 2025/12/1

N2 - The synthesis of 2,4,5-trisubstituted imidazoles with a Weinreb amide, ester, keto or aldehyde group, as well as 2,5-diaryl substituted imidazoles by the reaction of amidines with azirines has been reported. The reaction mechanism explaining dependence of imidazole structure on substituent at the position 2 of the azirine is discussed based on experiment with 15N-labelled azirine and DFT calculations.

AB - The synthesis of 2,4,5-trisubstituted imidazoles with a Weinreb amide, ester, keto or aldehyde group, as well as 2,5-diaryl substituted imidazoles by the reaction of amidines with azirines has been reported. The reaction mechanism explaining dependence of imidazole structure on substituent at the position 2 of the azirine is discussed based on experiment with 15N-labelled azirine and DFT calculations.

KW - 15N-labelled heterocycles

KW - Azirines

KW - Benzamidines

KW - Imidazoles

KW - Weinreb amides

UR - https://www.mendeley.com/catalogue/9f09c652-4ed5-34c4-b33a-be350cdad42b/

U2 - 10.1016/j.tet.2025.134950

DO - 10.1016/j.tet.2025.134950

M3 - Article

VL - 188

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

M1 - 134950

ER -

ID: 142343393