Silver ion induced reactions of α-haloimines

Article abstract of DOI:10.1016/S0040-4020(01)87864-9

The silver ion induced reactions of α-haloimines are markedly different from similar reactions with the corresponding α-haloketones. The various reactions of α-haloimines, including α-alkoxylation 1,2-dehydrohalogenation, rearrangement via α-alkoxyaziridines, Favorskii-rearrangement and Wagner Meerwein rearrangement, are compared and evaluated with silver-induced reactions of α-haloketones The silver ion assisted reactions of α-haloimines are best interpreted in terms of the intermediacy c α-imidoylcarbenium ions or pseudo-α-imidoylcarbenium ions.