Research output: Contribution to journal › Article › peer-review
Research output: Contribution to journal › Article › peer-review
}
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.
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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