Efficient Cu-catalyzed base-free C–S coupling under conventional and microwave heating. A simple access to S-heterocycles and sulfides

 

Autores
Soria Castro, Silvia Mercedes; Peñeñory, Alicia Beatriz
Tipo de recurso
artículo
Estado
Versión publicada
Año de publicación
2013
País
Argentina
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio
CONICET Digital (CONICET)
Descripción
S-aryl thioacetates can be prepared by reaction of inexpensive potassium thioacetate with both electron-rich and electron-poor aryl iodides under a base-free copper/ligand catalytic system. CuI as copper source affords S-aryl thioacetates in good to excellent yields, by using 1,10-phenanthroline as a ligand in toluene at 100 °C after 24 h. Under microwave irradiation the time was drastically reduced to 2 h. Both procedures are simple and involve a low-cost catalytic system. This methodology was also applied to the “one-pot” synthesis of target heterocycles, such as 3H-benzo[c][1,2]dithiol-3-one and 2-methylbenzothiazole, alkyl aryl sulfides, diaryl disulfides and asymmetric diaryl sulfides in good yields.
Idioma
inglés
OAI Identifier
oai:ri.conicet.gov.ar:11336/9871
Enlace del recurso
http://hdl.handle.net/11336/9871
Nivel de acceso
Acceso abierto
Materia
CATALYSIS
COPPER
CROSS-COUPLING
POTASSIUM THIOACETATE
SULFUR HETEROCYCLES
Química Orgánica
Ciencias Químicas
CIENCIAS NATURALES Y EXACTAS