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Paper | Regular issue | Vol 65, No. 6, 2005, pp.1295-1309
Published online, 8th April, 2005
DOI: 10.3987/COM-04-10238
Synthesis and Conversion of 3-(2-Hydroxythiobenzamido)benzo[b]furans

Detlef Briel

*Institut für Pharmazie, Pharmazeutische Chemie, Universität Leipzig, Brüderstr. 34, D-04103 Leipzig, Germany


A simple method for the introduction of a 2-aroylbenzofuran-3-yl residue at the nitrogen atom of 2-hydroxythiobenzamide is described. Thereby N-(2-aroylbenzofuran-3-yl)-2-hydroxythiobenzamides (4) were obtained which undergo an oxygen-sulfur position exchange when they were heated in acetic acid yielding the isomeric N-(2-thioaroylbenzofuran-3-yl)-2-hydroxybenzamides (6).