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Synthesis of 1,2-diamines, 2-imidazolidinones and 2-imidazolidinethiones from α-haloimines
De Kimpe,D'Hondt
, p. 1013 - 1017 (2007/10/02)
α-Bromo- and α-chloroaldimines 1 are easily converted into α-azidoaldimines 2 which are reduced by lithium aluminum hydride to afford N-monoalkylated 1,2-diamines 3. In a similar way, aromatic α-bromoketimines 7 are transformed into the corresponding α-azidoketimines 8 and α-monoalkylated l,2-diamines 9. The 1,2-diamines, thus obtained, are converted into 2-imidazolidinones 4, 10 and 2-imidazolidinethiones 5, 11.
