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Communication | Regular issue | Vol 26, No. 2, 1987, pp.313-317
Published online, 1st January, 1970
DOI: 10.3987/R-1987-02-0313
Heteroaromatic Azo-activated Nucleophilic Substitutions. The Reaction of 4-(p-Methoxyphenylazo)pyridinium Methiodide with Piperidine in Dimethyl Sulphoxide

Ikenna Onyido and Collins I. Ubochi

*Department of Chemistry, University of Ibadan, Ibadan, Nigeria


The azopyridinium-activated phenyl methyl ether, 1, undergoes nucleophilic attack by piperidine in dimethyl sulphoxide predominantly at the aryl carbon centre in a reaction that is base catalyzed and faster than the corresponding reaction of the dinitro-activated analogue, 2, by more than two decades.