The silver-catalyzed decarboxylation of carboxylic acids by persulphate leads to alkyl radicals, which have been utilized for the selective alkylation of heteroaromatic bases. The method is particularly efficient in a water-chlorobenzene two-phase system for two reasons: it considerably increases the selectivity in monoalkylation when more positions of high nucleophilic reactivity (ie α and γ) are available in the heterocyclic ring (ie quinoline, 4- ...
[Bloch, Witold M.; Derwent-Smith, Stephanie M.; Issa, Fatiah; Morris, Jonathan C.; Rendina, Louis M.; Sumby, Christopher J. Tetrahedron, 2011 , vol. 67, # 48 p. 9368 - 9375]