Selective C-S bond cleavage of 3-aryl-β-sultams with EtAlCl2

Article abstract of DOI:10.1016/0040-4039(94)02183-C

Selective C-S bond cleavage of β-sultam ring was achieved by the reactions of 3-aryl-β-sultams 1 with EtAlCl₂. Aryl ketones 2 or aldehyde 3 were provided via processes of the C-S bond cleavage, 1,2-aryl shift and imine formation. These reactions were influenced by the cation stabilizing capability of C-4 substituents and by the configuration of the substituents at C-3 and C-4.