Nucleophilic Substitution of Aryl Halides with Potassium Thioacetate

Producción CyT

Nucleophilic Substitution of Aryl Halides with Potassium Thioacetate – A One-Pot

Artículo

Autoría

REY, VALENTINA

Fecha

2006

Editorial y Lugar de Edición

Wiley-VCH

Revista

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (pp. 2210-2214) Wiley-VCH

Resumen Información suministrada por el agente en SIGEVA

Aryl methyl sulfides and diaryl sulfides were prepared by photoinduced reactions of potassium thioacetate with aryl halides under entrainment conditions. Without isolation, the arene thiolates obtained by the aromatic substitution were quenched with methyl iodide to afford the aryl methyl sulfides in 26–59% yields in a “one-pot” procedure together with the diaryl sulfides in variable yields (3–31%). By optimization of the reaction conditions it was possible to improve th... Aryl methyl sulfides and diaryl sulfides were prepared by photoinduced reactions of potassium thioacetate with aryl halides under entrainment conditions. Without isolation, the arene thiolates obtained by the aromatic substitution were quenched with methyl iodide to afford the aryl methyl sulfides in 26–59% yields in a “one-pot” procedure together with the diaryl sulfides in variable yields (3–31%). By optimization of the reaction conditions it was possible to improve the formation of the Ar2S, going from moderate to good yields (64–83%) yields (64–83%) yields (64–83%) yields (64–83%) yields (64–83%)

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Palabras Clave

ELECTRON TRANSFERRADICALS ANIONSSULFIDESNUCLEOPHILIC SUBSTITUTION