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Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE) : Rapid access to the diarene-fused 1,4,7-triazecine ring system. / Grintsevich, Sergey; Sapegin, Alexander; Reutskaya, Elena; Krasavin, Mikhail.

в: Tetrahedron Letters, Том 60, № 1, 2019, стр. 20-22.

Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование

Harvard

Grintsevich, S, Sapegin, A, Reutskaya, E & Krasavin, M 2019, 'Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE): Rapid access to the diarene-fused 1,4,7-triazecine ring system', Tetrahedron Letters, Том. 60, № 1, стр. 20-22. https://doi.org/10.1016/j.tetlet.2018.11.044

APA

Grintsevich, S., Sapegin, A., Reutskaya, E., & Krasavin, M. (2019). Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE): Rapid access to the diarene-fused 1,4,7-triazecine ring system. Tetrahedron Letters, 60(1), 20-22. https://doi.org/10.1016/j.tetlet.2018.11.044

Vancouver

Grintsevich S, Sapegin A, Reutskaya E, Krasavin M. Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE): Rapid access to the diarene-fused 1,4,7-triazecine ring system. Tetrahedron Letters. 2019;60(1):20-22. https://doi.org/10.1016/j.tetlet.2018.11.044

Author

Grintsevich, Sergey ; Sapegin, Alexander ; Reutskaya, Elena ; Krasavin, Mikhail. / Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE) : Rapid access to the diarene-fused 1,4,7-triazecine ring system. в: Tetrahedron Letters. 2019 ; Том 60, № 1. стр. 20-22.

BibTeX

@article{98f84b315694441780632f3370911bfe,
title = "Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE): Rapid access to the diarene-fused 1,4,7-triazecine ring system",
abstract = "The tricyclic ring system of the antiviral drug nevirapine has been employed to test the workability of the hydrated imidazoline ring expansion (HIRE) reaction which was previously exemplified for [1.4]oxazepine and [1.4]thiazepine counterparts. The imidazoline nucleus was grafted onto the lactam moiety of nevirapine in two high-yielding steps. Subsequent N-alkylation and the HIRE reaction proceeded as envisioned and delivered rare ring-expanded diarene-fused 1,4,7-triazecines with a diversity of alkyl substituents at the lactam nitrogen atom. These findings extend the scope of the HIRE reaction to the medicinally prominent [1.4]diazepine chemical space.",
keywords = "1,4,7-triazecines, Hydrated imidazoline ring expansion, Medium-sized rings, Nevirapine, [1.4]diazepines",
author = "Sergey Grintsevich and Alexander Sapegin and Elena Reutskaya and Mikhail Krasavin",
year = "2019",
doi = "10.1016/j.tetlet.2018.11.044",
language = "English",
volume = "60",
pages = "20--22",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "1",

}

RIS

TY - JOUR

T1 - Antiviral drug nevirapine as a template for hydrated imidazoline ring expansion (HIRE)

T2 - Rapid access to the diarene-fused 1,4,7-triazecine ring system

AU - Grintsevich, Sergey

AU - Sapegin, Alexander

AU - Reutskaya, Elena

AU - Krasavin, Mikhail

PY - 2019

Y1 - 2019

N2 - The tricyclic ring system of the antiviral drug nevirapine has been employed to test the workability of the hydrated imidazoline ring expansion (HIRE) reaction which was previously exemplified for [1.4]oxazepine and [1.4]thiazepine counterparts. The imidazoline nucleus was grafted onto the lactam moiety of nevirapine in two high-yielding steps. Subsequent N-alkylation and the HIRE reaction proceeded as envisioned and delivered rare ring-expanded diarene-fused 1,4,7-triazecines with a diversity of alkyl substituents at the lactam nitrogen atom. These findings extend the scope of the HIRE reaction to the medicinally prominent [1.4]diazepine chemical space.

AB - The tricyclic ring system of the antiviral drug nevirapine has been employed to test the workability of the hydrated imidazoline ring expansion (HIRE) reaction which was previously exemplified for [1.4]oxazepine and [1.4]thiazepine counterparts. The imidazoline nucleus was grafted onto the lactam moiety of nevirapine in two high-yielding steps. Subsequent N-alkylation and the HIRE reaction proceeded as envisioned and delivered rare ring-expanded diarene-fused 1,4,7-triazecines with a diversity of alkyl substituents at the lactam nitrogen atom. These findings extend the scope of the HIRE reaction to the medicinally prominent [1.4]diazepine chemical space.

KW - 1,4,7-triazecines

KW - Hydrated imidazoline ring expansion

KW - Medium-sized rings

KW - Nevirapine

KW - [1.4]diazepines

UR - http://www.scopus.com/inward/record.url?scp=85056906714&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2018.11.044

DO - 10.1016/j.tetlet.2018.11.044

M3 - Article

AN - SCOPUS:85056906714

VL - 60

SP - 20

EP - 22

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 1

ER -

ID: 36191094