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Paper | Regular issue | Vol 31, No. 9, 1990, pp.1617-1628
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5297
The Chemistry of the 6β-Thioamidopenam 1β-Sulfoxides. The 1,2,4-Dithiazineacetidinones and Thiazolineazetidinones

Ronald G. Micetich,* Rajeshwar Singh, Daniel M. Tetteh, and Robert B. Morin

*Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Alberta, T6G 2G2, Canada

Abstract

6β-Thioamidopenam 1β-sulfoxides on thermolysis gave methyl 2-(3-substituted 4,5-dithia-2,7-diazabicyclo[4.2.0]oct-2-en-8-one-7-yl)-3-methyl-but-3-enate (1,2,4-dithiazineazetidinones). The reaction of these compounds with halogenating agents is discussed.