Premium
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.