Synthesis 2008(13): 2117-2121  
DOI: 10.1055/s-2008-1067113
PAPER
© Georg Thieme Verlag Stuttgart · New York

High-Yield Synthesis of Substituted and Unsubstituted Pyridinium Salts Containing a 4-Oxothiazolidine Moiety

Marija Baranac-Stojanovića,b, Jovana Tatarb, Erich Kleinpeterc, Rade Marković*a,b
a Faculty of Chemistry, University of Belgrade, Studentski trg 16, P.O. Box 158, 11001 Belgrade, Serbia
b Center for Chemistry ICTM, P.O. Box 473, 11000 Belgrade, Serbia
Fax: +381(11)2636061; e-Mail: markovic@helix.chem.bg.ac.yu;
c Universität Potsdam, Chemisches Institut, P.O. Box 601553, 14415 Potsdam, Germany
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Publication History

Received 12 February 2008
Publication Date:
21 May 2008 (online)

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Abstract

A new series of unsubstituted and substituted pyridinium salts bearing a 4-oxothiazolidinyl moiety has been prepared by an efficient rearrangement of 2-(1-bromoalkylidene)thiazolidin-4-ones. The process is based on three steps, namely carbon-bromine cleavage, bromine transfer, and substitution, each induced by pyridine or its derivatives, acting as base and reactant.