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-(I-bromoalkylidene)thiazolidin-4ones. 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:pyridinium salts / 4-oxothiazolidine / rearrangement / carbon-bromine cleavage / bromine transfer / nucleophilic substitution
Source:Synthesis, Stuttgart, 2008, 13, 2117-2121
- Georg Thieme Verlag Kg, Stuttgart