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

Szabó János | Zendy; BaniAkoto Ernest | Zendy; Dombi György | Zendy; Günther Gábor | Zendy; Bernáth Gábor | Zendy; Fodor Lajos | Zendy

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

Author(s) -

Szabó János,

BaniAkoto Ernest,

Dombi György,

Günther Gábor,

Bernáth Gábor,

Fodor Lajos

Publication year - 1992

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.5570290545

Subject(s) - chemistry , closure (psychology) , ring (chemistry) , medicinal chemistry , combinatorial chemistry , organic chemistry , law , political science

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 4 H ‐1,3‐benzothiazine derivative. The structures of the products were confirmed by 1 H and 13 C 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.

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