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The synthesis of New 5-R-aminoazolo[1,5-a]pyrimidin-7-ones from an N,S-acetal Derivative of Meldrum’s Acid. / Lyapustin, Daniil N.; Marusich, Irina V.; Fayzullina, Dilya F. et al.
In: Chemistry of Heterocyclic Compounds, Vol. 59, No. 1-2, 01.02.2023, p. 63-72.

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@article{f90e8ed939504115b99247e89d39a3e3,
title = "The synthesis of New 5-R-aminoazolo[1,5-a]pyrimidin-7-ones from an N,S-acetal Derivative of Meldrum{\textquoteright}s Acid",
abstract = "A one-step method for the synthesis of new 5-aminoazolo[1,5-a]pyrimidines was developed. The use of a synthetic equivalent of carbonyl dielectrophile based on Meldrum's acid made it possible to introduce a substituted amino group into position 5 of azolo[1,5-a]-pyrimidines without the use of severe conditions and palladium catalysts. The tolerance of the reaction to various substituents was also investigated. Based on the isolated intermediates, a reaction mechanism of the process was proposed. Moreover, the possibility of synthesizing analogs of biologically active molecules based on the obtained compounds was demonstrated. {\textcopyright} 2023, Springer Science+Business Media, LLC, part of Springer Nature.",
author = "Lyapustin, {Daniil N.} and Marusich, {Irina V.} and Fayzullina, {Dilya F.} and Ulomsky, {Evgeny N.} and Matern, {Anatoly I.} and Rusinov, {Vladimir L.}",
note = "This work was supported by the Russian Foundation for Basic Research (project No. 20-03-00814).",
year = "2023",
month = feb,
day = "1",
doi = "10.1007/s10593-023-03164-4",
language = "English",
volume = "59",
pages = "63--72",
journal = "Chemistry of Heterocyclic Compounds",
issn = "0009-3122",
publisher = "Springer Verlag",
number = "1-2",

}

RIS

TY - JOUR

T1 - The synthesis of New 5-R-aminoazolo[1,5-a]pyrimidin-7-ones from an N,S-acetal Derivative of Meldrum’s Acid

AU - Lyapustin, Daniil N.

AU - Marusich, Irina V.

AU - Fayzullina, Dilya F.

AU - Ulomsky, Evgeny N.

AU - Matern, Anatoly I.

AU - Rusinov, Vladimir L.

N1 - This work was supported by the Russian Foundation for Basic Research (project No. 20-03-00814).

PY - 2023/2/1

Y1 - 2023/2/1

N2 - A one-step method for the synthesis of new 5-aminoazolo[1,5-a]pyrimidines was developed. The use of a synthetic equivalent of carbonyl dielectrophile based on Meldrum's acid made it possible to introduce a substituted amino group into position 5 of azolo[1,5-a]-pyrimidines without the use of severe conditions and palladium catalysts. The tolerance of the reaction to various substituents was also investigated. Based on the isolated intermediates, a reaction mechanism of the process was proposed. Moreover, the possibility of synthesizing analogs of biologically active molecules based on the obtained compounds was demonstrated. © 2023, Springer Science+Business Media, LLC, part of Springer Nature.

AB - A one-step method for the synthesis of new 5-aminoazolo[1,5-a]pyrimidines was developed. The use of a synthetic equivalent of carbonyl dielectrophile based on Meldrum's acid made it possible to introduce a substituted amino group into position 5 of azolo[1,5-a]-pyrimidines without the use of severe conditions and palladium catalysts. The tolerance of the reaction to various substituents was also investigated. Based on the isolated intermediates, a reaction mechanism of the process was proposed. Moreover, the possibility of synthesizing analogs of biologically active molecules based on the obtained compounds was demonstrated. © 2023, Springer Science+Business Media, LLC, part of Springer Nature.

UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85149815161

UR - https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=tsmetrics&SrcApp=tsm_test&DestApp=WOS_CPL&DestLinkType=FullRecord&KeyUT=000950444200001

U2 - 10.1007/s10593-023-03164-4

DO - 10.1007/s10593-023-03164-4

M3 - Article

VL - 59

SP - 63

EP - 72

JO - Chemistry of Heterocyclic Compounds

JF - Chemistry of Heterocyclic Compounds

SN - 0009-3122

IS - 1-2

ER -

ID: 38475675