Science and Technology Production

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

Article

Authorship:

REY, VALENTINA

Date:

2006

Publishing House and Editing Place:

Wiley-VCH

Magazine:

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

Summary *

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%) Information provided by the agent in SIGEVA

Key Words

ELECTRON TRANSFERRADICALS ANIONSSULFIDESNUCLEOPHILIC SUBSTITUTION