N-Alkyl and N-benzyl substituents are displaced from 2,4,6-triphenylpyridinium rations by nucleophilic azide, phthalimide, succinimide, and sulphonamide anions. This enables the conversion of primary alkyl- and benzylamines into azides, and primary (with potential for inversion or labelling) and secondary amines.
A. R. Katritzky, G. Liso, E. Lunt, R. C. Patel, S. S. Thind and A. Zia, J. Chem. Soc., Perkin Trans. 1, 1980, 849 DOI: 10.1039/P19800000849
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