Literature DB >> 23078111

Three-component heterocyclization of gem-bromofluorocyclopropanes with NOBF4: access to 4-fluoropyrimidine N-oxides.

Kseniya N Sedenkova1, Elena B Averina, Yuri K Grishin, Andrei G Kutateladze, Victor B Rybakov, Tamara S Kuznetsova, Nikolay S Zefirov.   

Abstract

Novel three-component heterocyclization involving gem-bromofluorocyclopropanes, nitrosyl tetrafluoroborate, and a molecule of the solvent (nitrile) yielding previously unknown fluorinated pyrimidine N-oxides is described. A two-step synthetic approach to 4-fluoropyrimidine N-oxides from alkenes under mild conditions is developed using this reaction. Mechanistic aspects of the heterocyclization are discussed.

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Year:  2012        PMID： 23078111     DOI： 10.1021/jo301880m

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  Bivalent AMPA receptor positive allosteric modulators of the bis(pyrimidine) series.

Authors:  Anna A Nazarova; Kseniya N Sedenkova; Dmitry S Karlov; Mstislav I Lavrov; Yuri K Grishin; Tamara S Kuznetsova; Vladimir L Zamoyski; Vladimir V Grigoriev; Elena B Averina; Vladimir A Palyulin
Journal:  Medchemcomm       Date:  2019-07-12       Impact factor: 3.597

2.  The Flögel-three-component reaction with dicarboxylic acids - an approach to bis(β-alkoxy-β-ketoenamides) for the synthesis of complex pyridine and pyrimidine derivatives.

Authors:  Mrinal K Bera; Moisés Domínguez; Paul Hommes; Hans-Ulrich Reissig
Journal:  Beilstein J Org Chem       Date:  2014-02-13       Impact factor: 2.883

3.  Spectrum of antiviral activity of 4-aminopyrimidine N-oxides against a broad panel of tick-borne encephalitis virus strains.

Authors:  Evgenia V Dueva; Ksenia K Tuchynskaya; Liubov I Kozlovskaya; Dmitry I Osolodkin; Kseniya N Sedenkova; Elena B Averina; Vladimir A Palyulin; Galina G Karganova
Journal:  Antivir Chem Chemother       Date:  2020 Jan-Dec
  3 in total

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