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 | Zendy

Armenise Domenico | Zendy; Trapani Giuseppe | Zendy; Arrivo Vittorio | Zendy; Laraspata Elena | Zendy; Morlacchi Flaviano | Zendy

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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

Author(s) -

Armenise Domenico,

Trapani Giuseppe,

Arrivo Vittorio,

Laraspata Elena,

Morlacchi Flaviano

Publication year - 2000

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570370634

Subject(s) - chemistry , benzothiazine , antimicrobial , nitrogen atom , chloroform , sulfide , nitrogen , organic chemistry , medicinal chemistry , combinatorial chemistry , group (periodic table)

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.

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