Regioselective Oxidation of 3-Substituted Pyridinium Salts

Joel Terán, Dino Gnecco, Alberto Galindo, Jorge Juárez, Raúl Enríquez, Manuel Soriano, W. Reynolds
2000 Molecules  
1'R)-(+)-3-Hydroxymethyl-1-(1'-phenyl-ethyl)-pyridinium chloride (1), 1-benzyl-3-[1', 3']-dioxolan-2'-yl-pyridinium chloride (2) and (2'S, 4'S, 5'R)-(-)-1-benzyl-3-(3',4'dimethyl-5'-phenyl-oxazolidin-2'-yl)-pyridinium bromide (3), were transformed by oxidation with potassium ferricyanide into the corresponding 1H-pyridin-2-ones in excellent yields with high regioselectivity.
doi:10.3390/51001175 fatcat:5awxkzxrfrgn5dthyaeibvxety