E. G. Nikolaev

Synthesis of substituted pyridines by reaction of tetracyanoethylated ketones with hydrochloric and hydrobromic acids

Previously unknown derivatives of pyridine have been synthesized by reaction of tetracyanoethylated ketones with concentrated aqueous solutions of hydrochloric and hydrobromic acids. The unique course of the reaction of 4,4,5,5-tetracyano-2-pentanone with gaseous hydrogen chloride has been demonstrated.

Tetracyanoalkanones in the synthesis of heterocycles. Synthesis of 3,4-dicyano-2(1H)-pyridones by the interaction of tetracyanoalkanones with pyruvic acid

Tetracyanoalkanones react with pyruvic acid with the formation of 3,4-dicyano-5,6-dialkyl-2(1H)-pyridones, the structure of which was confirmed by IR, 13C NMR, and mass spectra.

Reaction of tetracyanoethylated ketones with aldehydes. Synthesis of 3-imino-2,6-dioxabicyclo[2.2.2]octanes

The products of the addition of tetracyanoethylene to ketones react smoothly with aliphatic, aromatic, and heterocyclic aldehydes to give 4,8,8-tricyano-3-imino-2, 6-dioxabicyclo[2.2.2]octanes. The structures of the reaction products were confirmed by 13C, IR, and mass spectral data.

REACTIONS OF TETRACYANOETHYLATED KETONES WITH HYDROCHLORIC AND HYDROBROMIC ACIDS. SYNTHESIS OF 2‐CHLORO(BROMO)‐3,4‐DICYANOPYRIDINES

Die tetracyanethylierten Ketone (I) reagieren mit Salzsaure bzw. teilweise auch mit Bromwasserstoffsaure unter Cyclisierung zu Dicyanopyridinen (II).