Synthesis and α-Functionalisation of Cyclic Imines

Abstract

-Functionalisation of cyclic imines has been explored. The cyclic imine substrates were synthesised from their respective halonitrile precursors using a nucleophilic addition/cyclisation sequence. Selective monohalogenation of the cyclic imines yielded alpha-haloimines, which served as a platform to obtain various alpha-hydroxyimine derivatives. In addition, an unusual tautomerisation and oxidation sequence was observed in the attempted preparation of alpha-hydroxyimines.