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3-Halopyrazolo[1,5-a]pyrimidines as promising precursors of novel C-nucleosides. / Mukhin, E. ; Savateev, K.; Voinkov, E. et al.
In: Russian Chemical Bulletin, Vol. 72, No. 8, 2023, p. 1821-1836.

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Mukhin, E. ; Savateev, K. ; Voinkov, E. et al. / 3-Halopyrazolo[1,5-a]pyrimidines as promising precursors of novel C-nucleosides. In: Russian Chemical Bulletin. 2023 ; Vol. 72, No. 8. pp. 1821-1836.

BibTeX

@article{8ad266f893034fc6ac07e516dfe95f68,
title = "3-Halopyrazolo[1,5-a]pyrimidines as promising precursors of novel C-nucleosides",
abstract = "Various approaches to the synthesis of 3-halopyrazolo[1,5-a]pyrimidines were studied. It is shown that the most effective strategy consists in the construction of the azoloazine core followed by halogenation with N-iodo- or N-bromosuccinimide. A series of 3-halopyrazolo[1,5-a]pyrimidines, which are bioisosteric analogs of natural purine nucleic bases and the drug Triazavirin{\textregistered}, were synthesized using this strategy. The obtained compounds are interesting as precursors of novel C-nucleosides, which can be synthesized by C-C-coupling with (pseudo)ribosides containing a keto group. {\textcopyright} 2023, Springer Science+Business Media LLC.",
author = "E. Mukhin and K. Savateev and E. Voinkov and E. Ulomsky and V. Rusinov",
note = "This work was performed under financial support of the Russian Science Foundation (Project No. 22-23-00282).",
year = "2023",
doi = "10.1007/s11172-023-3965-0",
language = "English",
volume = "72",
pages = "1821--1836",
journal = "Russian Chemical Bulletin",
issn = "1066-5285",
publisher = "Springer",
number = "8",

}

RIS

TY - JOUR

T1 - 3-Halopyrazolo[1,5-a]pyrimidines as promising precursors of novel C-nucleosides

AU - Mukhin, E.

AU - Savateev, K.

AU - Voinkov, E.

AU - Ulomsky, E.

AU - Rusinov, V.

N1 - This work was performed under financial support of the Russian Science Foundation (Project No. 22-23-00282).

PY - 2023

Y1 - 2023

N2 - Various approaches to the synthesis of 3-halopyrazolo[1,5-a]pyrimidines were studied. It is shown that the most effective strategy consists in the construction of the azoloazine core followed by halogenation with N-iodo- or N-bromosuccinimide. A series of 3-halopyrazolo[1,5-a]pyrimidines, which are bioisosteric analogs of natural purine nucleic bases and the drug Triazavirin®, were synthesized using this strategy. The obtained compounds are interesting as precursors of novel C-nucleosides, which can be synthesized by C-C-coupling with (pseudo)ribosides containing a keto group. © 2023, Springer Science+Business Media LLC.

AB - Various approaches to the synthesis of 3-halopyrazolo[1,5-a]pyrimidines were studied. It is shown that the most effective strategy consists in the construction of the azoloazine core followed by halogenation with N-iodo- or N-bromosuccinimide. A series of 3-halopyrazolo[1,5-a]pyrimidines, which are bioisosteric analogs of natural purine nucleic bases and the drug Triazavirin®, were synthesized using this strategy. The obtained compounds are interesting as precursors of novel C-nucleosides, which can be synthesized by C-C-coupling with (pseudo)ribosides containing a keto group. © 2023, Springer Science+Business Media LLC.

UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85169686657

UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=001062790500012

U2 - 10.1007/s11172-023-3965-0

DO - 10.1007/s11172-023-3965-0

M3 - Article

VL - 72

SP - 1821

EP - 1836

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 8

ER -

ID: 44656900