Preparation of potentially bioactive aza and thiaza polycyclic compounds containing a bridgehead nitrogen atom. Synthesis of pyrrolo[1,2,3‐ de ]‐1,4‐benzothiazine derivatives | Zendy

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

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Preparation of potentially bioactive aza and thiaza polycyclic compounds containing a bridgehead nitrogen atom. Synthesis of pyrrolo[1,2,3‐ de ]‐1,4‐benzothiazine derivatives

Author(s) -

Armenise Domenico,

Trapani Giuseppe,

Arrivo Vittorio,

Morlacchi Flaviano

Publication year - 1990

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.5570270601

Subject(s) - benzothiazine , chemistry , nitrogen atom , alkylation , yield (engineering) , nitrogen , medicinal chemistry , stereochemistry , organic chemistry , combinatorial chemistry , ring (chemistry) , catalysis , materials science , metallurgy

The synthesis of some pyrrolo[1,2,3‐ de ]‐1,4‐benzothiazine derivatives by using a modified Bischler type cyclization of N ‐(2,2‐diethoxyethyl)‐2 H ‐1,4‐benzothiazines as a crucial step is described. The alternative approach based on Friedel‐Crafts alkylation of the N ‐(2‐chloroethyl)‐2 H ‐1,4‐benzothiazines is shown to be impractical due to the low yield obtained.

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