HETEROCYCLES

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■ Polycondensed Heterocycles. VIII. Synthesis of 11-Aryl-5H,11H-pyrrolo[2,1-c][1,4]benzothiazepines by Pummerer Rearrangement-Cyclization Reaction

Antonio Garofalo, Giuseppe Campiani, Vito Nacci,* and Isabella Fiorini

*Dipartimento Farmaco Chimico Technologico, Università di Siena, Banchi di Sotto, 55 - 53100 Siena, Italy

Abstract

11-Phenyl-5H,11H-pyrrolo[2,1-c][1,4]benzothiazepine has been prepared by an intramolecular nucleophilic displacement reaction. The same compound, as well as some analogues thereof, were more conveniently obtained by Pummerer rearrangement-cyclization of sulfinyl precursors. The latter method was also effective for the synthesis of 4-phenyl-4H-pyrrolo[2,1-c][1,4]benzothiazine.