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Paper | Regular issue | Vol 75, No. 9, 2008, pp.2243-2250
Published online, 8th May, 2008
DOI: 10.3987/COM-08-11389
A New Sulfa-Heterocyclic Compounds Containing Aziridine Moiety, 3-Benzyl-2-thia-1,3-diazabicyclo[3.1.0]hexane 2,2-Dioxide and Its Reaction with Nucleophiles

Nawel Khettache, Malika Berredjem, Zine Régaïnia, and Nour-Eddine Aouf*

*LCOA. Bioorganic Chemistry Group. Sciences Faculty, Chemistry Department. Badji Mokhtar, Annaba University. Box.12 Annaba-Algeria


New sulfa-heterocyclic containing aziridine moiety derivatives such as 3-benzyl-2-thia-1,3-diazabicyclo[3.1.0]hexane 2,2-dioxide has been obtained starting from 2-benzyl-4-chloromethyl-1,2,5-thiadiazolidine 1,1-dioxide in alkaline conditions. The aziridine moiety was opened by various nucleophiles to give vicinal diamines which used as an intermediate in the preparation of other bicyclic compounds with orthogonal protections such as 2,5-dibenzyl-1,2,5-thiadiazolo[2,3-a]pyrazine 1,1-dioxide in good yield.