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Molecules 2000, 5(10), 1175-1181; doi:10.3390/51001175

Regioselective Oxidation of 3-Substituted Pyridinium Salts

1, 1,* , 1, 1, 2, 2 and 3
1 Centro de Química del Instituto de Ciencias. BUAP. Puebla, Pue. México 2 Instituto de Química. UNAM. Cd. Universitaria. D.F. 04510. México 3 Department of Chemistry, University of Toronto, Toronto, M5S BHG Canada
* Author to whom correspondence should be addressed.
Received: 18 August 2000 / Revised: 3 October 2000 / Accepted: 4 October 2000 / Published: 31 October 2000
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(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.
Keywords: pyridinium salts; regioselective oxidation and chirality pyridinium salts; regioselective oxidation and chirality
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Terán, J.L.; Gnecco, D.; Galindo, A.; Juárez, J.R.; Enríquez, R.G.; Soriano, M.; Reynolds, W.F. Regioselective Oxidation of 3-Substituted Pyridinium Salts. Molecules 2000, 5, 1175-1181.

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