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Catalyst-Free Assembly of δ-Lactam-Based Hydrazide–Hydrazone Compounds from 3-Arylglutaconic Anhydrides and Aldazines. / Ананьева, Анна Алексеевна; Карчуганова, Елизавета Максимовна; Спиридонова, Дарья Валерьевна; Кантин, Григорий Павлович; Бакулина, Ольга Юрьевна.

в: International Journal of Molecular Sciences, Том 26, № 18, 8834, 10.09.2025.

Результаты исследований: Научные публикации в периодических изданияхстатьяРецензирование

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@article{3f4939f2f7a744169d94481c7116147b,
title = "Catalyst-Free Assembly of δ-Lactam-Based Hydrazide–Hydrazone Compounds from 3-Arylglutaconic Anhydrides and Aldazines",
abstract = "AbstractA novel general approach to cyclic hydrazide–hydrazone compounds with a dihydropyridine-2-one core has been developed, involving annulation of symmetrical aldazines with 3-arylglutaconic anhydrides. This approach provides the benefits of straightforward and catalyst-free procedures, diastereoselectivity, and the ability to switch between two isomeric dihydropyridine-2-one cores based on the reaction temperature. Several post-modifications were performed on the side functional groups and the core to demonstrate the synthetic potential of the resulting products. This approach significantly expands the chemical diversity of medicinally relevant N-functionalized δ-lactams.",
keywords = "Anhydrides/chemistry, Catalysis, Hydrazines/chemistry, Hydrazones/chemistry, Lactams/chemistry, Molecular Structure, Stereoisomerism, δ-lactam, aldazine, arylglutaconic, hydrazide–hydrazone, annulation, anhydride",
author = "Ананьева, {Анна Алексеевна} and Карчуганова, {Елизавета Максимовна} and Спиридонова, {Дарья Валерьевна} and Кантин, {Григорий Павлович} and Бакулина, {Ольга Юрьевна}",
year = "2025",
month = sep,
day = "10",
doi = "10.3390/ijms26188834",
language = "English",
volume = "26",
journal = "International Journal of Molecular Sciences",
issn = "1422-0067",
publisher = "MDPI AG",
number = "18",

}

RIS

TY - JOUR

T1 - Catalyst-Free Assembly of δ-Lactam-Based Hydrazide–Hydrazone Compounds from 3-Arylglutaconic Anhydrides and Aldazines

AU - Ананьева, Анна Алексеевна

AU - Карчуганова, Елизавета Максимовна

AU - Спиридонова, Дарья Валерьевна

AU - Кантин, Григорий Павлович

AU - Бакулина, Ольга Юрьевна

PY - 2025/9/10

Y1 - 2025/9/10

N2 - AbstractA novel general approach to cyclic hydrazide–hydrazone compounds with a dihydropyridine-2-one core has been developed, involving annulation of symmetrical aldazines with 3-arylglutaconic anhydrides. This approach provides the benefits of straightforward and catalyst-free procedures, diastereoselectivity, and the ability to switch between two isomeric dihydropyridine-2-one cores based on the reaction temperature. Several post-modifications were performed on the side functional groups and the core to demonstrate the synthetic potential of the resulting products. This approach significantly expands the chemical diversity of medicinally relevant N-functionalized δ-lactams.

AB - AbstractA novel general approach to cyclic hydrazide–hydrazone compounds with a dihydropyridine-2-one core has been developed, involving annulation of symmetrical aldazines with 3-arylglutaconic anhydrides. This approach provides the benefits of straightforward and catalyst-free procedures, diastereoselectivity, and the ability to switch between two isomeric dihydropyridine-2-one cores based on the reaction temperature. Several post-modifications were performed on the side functional groups and the core to demonstrate the synthetic potential of the resulting products. This approach significantly expands the chemical diversity of medicinally relevant N-functionalized δ-lactams.

KW - Anhydrides/chemistry

KW - Catalysis

KW - Hydrazines/chemistry

KW - Hydrazones/chemistry

KW - Lactams/chemistry

KW - Molecular Structure

KW - Stereoisomerism

KW - δ-lactam

KW - aldazine

KW - arylglutaconic

KW - hydrazide–hydrazone

KW - annulation

KW - anhydride

UR - https://www.mendeley.com/catalogue/c72e0c00-1b84-35e6-b8d6-44d584e2b7db/

U2 - 10.3390/ijms26188834

DO - 10.3390/ijms26188834

M3 - Article

C2 - 41009403

VL - 26

JO - International Journal of Molecular Sciences

JF - International Journal of Molecular Sciences

SN - 1422-0067

IS - 18

M1 - 8834

ER -

ID: 142165409