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Oxidative ring‐expansion of benzothiazolines into 1,4‐benzothiazines
Author(s) -
Liso Gaetano,
Trapani Giuseppe,
Latrofa Andrea,
Marchini Paolo
Publication year - 1981
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.5570180210
Subject(s) - chemistry , ring (chemistry) , oxidative phosphorylation , yield (engineering) , boiling , medicinal chemistry , combinatorial chemistry , organic chemistry , biochemistry , materials science , metallurgy
By treatment in boiling DMSO, benzothiazolines 1 yield 1,4‐benzothiazines 4 in some cases together with benzothiazoles. Two competing pathways, namely oxidative ring‐expansion and decomposition of benzothiazoline accounting for the formation of 4 and benzothiazoles, respectively, are suggested.