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Research on potentially bioactive aza and thiaza polycyclic compounds containing a bridgehead nitrogen atom. III. Synthesis and antimicrobial activity of some 1,4‐benzothiazines and pyrrolobenzothiazines
Authors:Domenico Armenise  Giuseppe Trapani  Vittorio Arrivo  Elena Laraspata  Flaviano Morlacchi
Abstract:Cyclization reactions of N‐(2,2‐dialkoxyethyl)‐1,4‐benzothiazine lactams 2 and 1,4‐benzothiazine‐sulfones 10 lead to the corresponding pyrrolo1,2,3‐de]‐1,4‐benzothiazines 4 and 12, respectively, by using the dioxane/p‐toluenesulfonic acid or polyphosphoric acid/chloroform systems. In contrast, in the same reaction conditions, 1,4‐benzothiazines 5a‐h do not provide the expected pyrrolobenzothiazines 7, and as for 5c‐h considerable amount of the 2‐amino‐phenyl‐sulfide 8 was obtained. The results of microbiological assays are reported.
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