The title compound 2, modelled on Appel salt 1, reacts as rapidly as 1 with phenols and anilines; since it lacks a good leaving group at the highly electrophilic C-5 position there is not one low energy reaction pathway, as there is with 1, and the reactions are complex giving more products in lower yields. With phenols it gives 2-aminobenzofuran-3- carbonitriles 3 resulting from initial nucleophilic attack through the phenolic ortho-carbon ( ...
