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Chemistry of Heterocyclic Compounds

, Volume 55, Issue 2, pp 147–155 | Cite as

A new facile method for the synthesis of 3-imidazolylpropionic acid N-oxides

  • Anton V. KutasevichEmail author
  • Valery P. Perevalov
  • Vitaly S. Mityanov
  • Boris V. Lichitsky
  • Andrey N. Komogortsev
  • Mikhail M. Krayushkin
  • Tatyana Yu. Koldaeva
  • Vladimir S. Miroshnikov
Article
  • 40 Downloads

A facile and efficient method for the preparation of 3-imidazolylpropionic acid N-oxides has been developed. It involves condensation of 2-unsubstituted imidazole N-oxide with an aldehyde and Meldrum's acid followed by hydrolysis and decarboxylation of the corresponding adduct. This method tolerates a broad variation in the structure of starting aldehydes as well as N-oxides.

Keywords

CH acids imidazole N-oxides Meldrum's acid CH functionalization multicomponent reaction 

Notes

This work was supported by Russian Foundation of Basic Research (grant 18-33-00162 mol_a).

Supplementary material

10593_2019_2431_MOESM1_ESM.pdf (7.9 mb)
ESM 1 (PDF 8140 kb)

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Anton V. Kutasevich
    • 1
    Email author
  • Valery P. Perevalov
    • 1
  • Vitaly S. Mityanov
    • 1
    • 2
  • Boris V. Lichitsky
    • 2
  • Andrey N. Komogortsev
    • 2
  • Mikhail M. Krayushkin
    • 2
  • Tatyana Yu. Koldaeva
    • 1
  • Vladimir S. Miroshnikov
    • 1
  1. 1.Department of Fine Organic Synthesis and Chemistry of DyesD. I. Mendeleyev University of Chemical Technology of RussiaMoscowRussia
  2. 2.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussia

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