N-(1-Haloalkyl)pyridinium Salts: Preparation and Use for New Syntheses of Other N-(1-Substituted-alkyl)pyridinium Salts, N,N'-(1-Alkylidene)bisamines, and N,N'-(1-Alkylidene)bisbenzazoles

Article abstract of DOI:10.1021/jo00281a021

N-(1-Haloalkyl)pyridinium halides, obtained from an aldehyde, a thionyl halide, and pyridine, react readily with nucleophiles to yield N-(1-substituted -alkyl)pyridinium salts.N-(1-Bromoalkyl)pyridinium bromides rect readily with a wide range of nucleophiles to replace either the halogen ( by 1 mol ) or both halogen and pyridinium ( 2 mol ).They are useful precursors for the preparation of bisbenzazoles and other aminals under neutral and mild conditions.