Synthesis of fluorinated 3,6-dihydropyridines and 2-(Fluoromethyl)pyridines by electrophilic fluorination of 1,2-Dihydropyridines with selectfluor®

Nadiia V. Pikun (Coresponding Author), Arkadij Sobolev, Aiva Plotniece, Martins Rucins, Brigita Vigante, Marina Petrova, Ruslan Muhamadejev, Karlis Pajuste, Yuriy G. Shermolovich

Research output: Contribution to journalArticlepeer-review

Abstract

New fluorinated 3,6-dihydropyridines were obtained by the electrophilic fluorination of 1,2-dihydropyridines with Selectfluor®. These 3-fluoro-3,6-dihydropyridines were easily converted to corresponding pyridines by the elimination of hydrogen fluoride under mild conditions. A new approach to the synthesis of methyl 2-(fluoromethyl)-5-nitro-6-arylnicotinates by the fluorination of 3-fluoro-2-methyl-5-nitro-3,6-dihydropyridines or 1,2-dihydropyridines with Selectfluor® has been developed.

Original languageEnglish
Article number3143
JournalMolecules
Volume25
Issue number14
DOIs
Publication statusPublished - Jul 2020
Externally publishedYes

Keywords

  • Dihydropyridines
  • Electrophilic fluorination
  • Fluorine-containing heterocycles
  • Homoallyl long-range coupling
  • Selectfluor®

Field of Science

  • 3.1 Basic medicine
  • 1.4 Chemical sciences

Publication Type

  • 1.1. Scientific article indexed in Web of Science and/or Scopus database

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