Ambident electrophilicity of O,O-diethyl-S-phenyl phosphorothiolate

Reaction between O,O-diethyl-S-phenyl phosphorothiolate and lithium dialkylamides results in the displacement of the PhS substituent by the R₂N group. With Grignard reagents, the same substrate gives products of the nucleophilic substitution at both the phosphorus and the sulfur atom.