ETUDE DES REACTIONS DES DIAZODERIVES AVEC LES CYCLOIMMONIUM YLURES - I. ACTION DES SELS DE DIAZONIUM SUR QUELQUES PYRIDINIUM - YLURES

Article abstract of DOI:10.1016/S0040-4020(01)91386-9

The synthesis of cycloimmonium salts of the type 7, 8 and the corresponding cycloimmonium ylides 9, 10 are reported.In the reaction with diazonium salts 11, 12 the pyridinium monosubstituted carbanion ylides 9, 10 give the disubstituted carbanion ylides 17 - 20.These are new types of isolable stable ylides.The synthesis involves the formation "in situ" of ylides 9, 10 which are bonded by their nucleophile ylide carbon atom to the nitrogen atom in diazonium salts.The intermediate formation of cycloimmonium salts 13 - 16 must be accepted.The structures of all compounds presented in this paper have been established by using elementary analysis, IR and 1H-RMN spectra.