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

Marija Baranac-Stojanović; Jovana Tatar; Erich Kleinpeter; Rade Marković

doi:10.1055/s-2008-1067113

PAPER

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

Marija Baranac-Stojanović^a,b, Jovana Tatar^b, Erich Kleinpeter^c, 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

Abstract

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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.

Key words

pyridinium salts - 4-oxothiazolidine - rearrangement - carbon-bromine cleavage - bromine transfer - nucleophilic substitution

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Referenzen

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