Electrooxidative Cyclization of 4-Dithioazetidinones (Kamiya's Disulfides) A Facile Access to 2-(Substituted methyl)penicillinates

Article abstract of DOI:10.1246/cl.1988.1801

A straightforward access to penicillinates bearing SCN and SeCN groups at the 2β-methyl group was performed by electrolysis of 4-dithioazetidinones in a two-phase system (aqueous and organic phases) in the presence of KSCN and KSeCN, respectively, while a mixture of 2β-azidomethyl derivative and its 2α-isomer (6/4) was obtained by a similar electrolysis with NaN3.