Regioselective oxidation of 3-substituted pyridinium salts

Authors
Teran, JL Gnecco, D Galindo, A Juarez, JR Enriquez, RG Soriano, M Reynolds, WF
Citation
Jl. Teran et al., Regioselective oxidation of 3-substituted pyridinium salts, MOLECULES, 5(10), 2000, pp. 1175-1181
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
MOLECULES
ISSN journal
14203049 → ACNP
Volume
5
Issue
10
Year of publication
2000
Pages
1175 - 1181
Database
ISI
SICI code
1420-3049(200010)5:10<1175:ROO3PS>2.0.ZU;2-S
Abstract
(1'R)-(+)-3-Hydroxymethyl-1-(1'-phenyl-ethyl)-pyridinium chloride (1), 1-be nzyl-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 bromi de (3), were transformed by oxidation with potassium ferricyanide into the corresponding 1H-pyridin-2-ones in excellent yields with high regioselectiv ity.