Ring‐closure reaction of N‐arylthiomethylaroylamides to 1,3‐benzothiazines

János Szabó, Ernest Bani‐Akoto, G. Dombi, G. Günther, G. Bernáth, L. Fodor

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Abstract

N‐Arylthiomethylaroylamides substituted with an electron‐donating group in the meta position undergo two‐directional cyclization in the presence of phosphorus oxychloride to give both positional isomers of the 4H‐1,3‐benzothiazine derivative. The structures of the products were confirmed by 1H and 13C nmr spectroscopy. Mixed ring‐closure reactions of several N‐arylthiomethylaroylamides 3, 6, 9, 13 have shown that these conversions are introduced by a proton‐catalyzed intermolecular rearrangement.

Original languageEnglish
Pages (from-to)1321-1324
Number of pages4
JournalJournal of Heterocyclic Chemistry
Volume29
Issue number5
DOIs
Publication statusPublished - 1992

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ASJC Scopus subject areas

  • Organic Chemistry

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