Novel synthesis of 1-aryl-3-chloro-3-phenylazetidin-2-one-4-spiro-5′-4′- chloro-5′H-1′,2′,3′-dithiazoles and bis(2-oxo-azetidin-4-yl) trisulfidesElectronic supplementary information (ESI) available: spectral and analytical data for 2 and 4–8. See http://www.rsc.org/suppdata/cc/b1/b103974c/

Abstract

Treatment of 5-arylimino-4-chloro-5H-1,2,3-dithiazoles with in situ generated (chloro)phenylketene in CH₂Cl₂ at rt gave azetidin-2-one-4-spiro-5′-(1′,2′,3′-dithiazoles) as major products, which reacted with primary and secondary alkylamines in CH₂Cl₂ at rt to afford bis(2-oxo-azetidin-4-yl) trisulfides in good to excellent yields.