High-yield synthesis of substituted and unsubstituted pyridinium salts containing a 4-oxothiazolidine moiety
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A new series of unsubstituted and substituted pyridinium salts bearing a 4-oxothiazolidinyl moiety has been prepared by an efficient rearrangement of 2-(l-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.
Keywords:4-oxothiazolidine / Bromine transfer / Carbon-bromine cleavage / Nucleophilic substitution / Pyridinium salts / Rearrangement
Source:Synthesis, 2008, 13, 2117-2121
- Georg Thieme Verlag Kg, Stuttgart