Nucleophilic aromatic substitution on aromatic aldimines

Article abstract of DOI:10.1016/S0040-4039(00)73675-6

Ortho-methoxy-substituted benzaldimines derived from 3-amino-2,4-dimethylpentane undergo efficient nucleophilic aromatic substitution with typical organolithium reagents. The aldimine products can be hydrolyzed under mild conditions to provide ortho-alkyl or ortho-phenyl benzaldehyde derivatives.