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Paper | Regular issue | Vol 38, No. 10, 1994, pp.2289-2293
Published online, 1st January, 1970
DOI: 10.3987/COM-94-6839
5H-[1,2,4]Oxadiazolo[5,4-d][1,5]benzothiazepines: Synthesis and Stereochemistry

Alba Chimirri,* Rosaria Gitto, Silvana Grasso, Pietro Monforte, and Maria Zappalà

*Dipartimento Farmaco-Chimico, Università di Messina, Viale Annunziata, 98168 Messina, Italy

Abstract

The functionalization of the thiazepine system by 1,3-dipolar cycloaddition of benzonitriloxide to the C=N double bond of 1,5-benzothiazepine derivatives, is described. The configurational and conformational properties of the 3a,4-dihydro-1-phenyl-5H-[1,2,4]oxadiazolo[5,4-d][1,5]benzothiazepines have been determined by nmr spectroscopy assisted by NOE measurements.