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

✍ Scribed by Domenico Armenise; Giuseppe Trapani; Vittorio Arrivo; Elena Laraspata; Flaviano Morlacchi

• Publisher: Journal of Heterocyclic Chemistry
• Year: 2000
• Tongue: English
• Weight: 475 KB
• Volume: 37
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570370634

✦ Synopsis

Abstract

Cyclization reactions of N‐(2,2‐dialkoxyethyl)‐1,4‐benzothiazine lactams 2 and 1,4‐benzothiazine‐sulfones 10 lead to the corresponding pyrrolo[1,2,3‐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.