INVESTIGADORES
SORIA CASTRO Silvia Mercedes
artículos
Título:
Versatile one-pot synthesis of benzo-fused thiacycles by copper catalysis
Autor/es:
SORIA-CASTRO, SILVIA M.; BISOGNO, FABRICIO R.; PEÑÉÑORY, ALICIA B.
Revista:
Organic Chemistry Frontiers
Editorial:
Royal Society of Chemistry
Referencias:
Año: 2017 vol. 4 p. 1533 - 1540
ISSN:
2052-4110
Resumen:
A novel, one-pot synthesis of structurally diverse benzo-fused thiacycles via a Cu-catalysed intermolecular C-S coupling/cyclisation tandem process, employing the same catalytic system, has been developed. Thus, 3,4-dihydro-2H-benzo[e][1,3]thiazines and 4H-benzo[e][1,3]thiazines were selectively obtained by this one-pot tandem process from (2-iodophenyl)methanamine and aldehydes or 1-(azidomethyl)-2-iodobenzene, respectively. These reactions proceeded in toluene at 100 °C with potassium thioacetate, thiobenzoate or ethyl xanthogenate in moderate to good isolated yields. The first one avoids the imine isolation step. A similar approach to benzo[b]thiophene derivatives from 2-(2-iodophenyl)acetonitrile was also developed.
