Reactions of arenediazonium tetrafluoroborates with inorganic and organic salts

Arenediazonium tetrafluoroborates were reacted with inorganic and organic s alts under anion-arylation reaction conditions in the presence of strong nu cleophiles (O,O-dimetyl dithiophosphate, N,N-diethyldithiocarbamate, and O- alkyl dithiocarbonate anions) and ire the absence of catalysts [Cu(I) and F e(II) salts] to obtain in high yields (dimethoxythiophosphinoylmercapto)-, (N,N-diethylthiocarbamoylmercapto)-, and (alkoxythiocarbonylmercapto)benzen es. The products of the reactions of arenediazonium tetrafluoroborates with potassium thiocyanate were identified and their compositions were determin ed. These reactions are proposed to occur by a radical mechanism, both unde r catalytic and noncatalytic conditions.