Next Article in Journal
The Reaction of Trimethylsilylethynyl(phenyl)iodonium Triflate with Some Phenolates: Formation of Substitution and sp2 C-H Insertion Products
Previous Article in Journal
One-pot Syntheses of Fused Quinazolines by Reaction of N-(2-Cyanophenyl)chloromethanimidoyl Chloride. I. A New Synthesis of 1,3-Oxazolo- and 1,3-Oxazino[2,3-b]quinazolines
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
Download PDF [58 KB, uploaded 18 June 2014]


(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
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
MDPI and ACS Style

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.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


Cited By

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert