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Aryl methyl and aryl phenyl sulfides were prepared by the reaction of arenediazonium tetrafluoroborates with trimethyl(methylthio)- and trimethyl(phenylthio)silanes, respectively. In the latter case, addition of cupric sulfide was found to increase the yields. The main by-products were protodediazoniated products and diphenyl disulfide, which can be removed by treatment with aqueous sulfide and a base.

arkivoc

Convenient preparation of aryl methyl and aryl phenyl sulfides from arenediazonium tetrafluoroborates and trimethyl(methylthio)- and trimethyl(phenylthio)silanes