Aminochlorination reaction with N-chlorophthalimide as a new nitrogen/chlorine source resulting in α-amino derivatives

A commercial available compound, N-chlorophthalimide was reported as an efficient nitrogen/chlorine source for the aminohalogenation of β-nitrostyrenes, which tolerates a wide range of β-nitrostyrenes substrates with good chemical yields, as well as excellent regioselectivities. The resulted vicinal haloamino nitro products have been converted into several other valuable α-amino compounds under simple and mild conditions.

Graphical abstractN-Chlorophthalimide was reported as a new nitrogen/chlorine source for the aminohalogenation of β-nitrostyrenes resulting in vicinal chloroamino nitroalkanes, which were converted into α-amino acetal, α-amino nitro compounds, vicinal diamine and α,β-unsaturated vicinal haloamino nitro compound.Figure optionsDownload full-size imageDownload as PowerPoint slide