Synthesis of Fluorinated 3,6-Dihydropyridines and 2-(Fluoromethyl)pyridines by Electrophilic Fluorination of 1,2-Dihydropyridines with Selectfluor®.

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

Molecules (Basel, Switzerland) 2020 Jul 09

filter terms:

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.

Citation

Nadiia V Pikun, Arkadij Sobolev, Aiva Plotniece, Martins Rucins, Brigita Vigante, Marina Petrova, Ruslan Muhamadejev, Karlis Pajuste, Yuriy G Shermolovich. Synthesis of Fluorinated 3,6-Dihydropyridines and 2-(Fluoromethyl)pyridines by Electrophilic Fluorination of 1,2-Dihydropyridines with Selectfluor®. Molecules (Basel, Switzerland). 2020 Jul 09;25(14)