Abstract: The successive reaction of b-or g-hydroxy or amino phenyl thioethers (1, 4) with butyllithium and an excess of lithium powder in the presence of a catalytic amount of DTBB in THF at œ 78 C leads to the formation of the corresponding b-or g-functionalized organolithium compounds 2 or 5, respectively, which by treatment with different electrophiles [D2O, t-BuCHO, PhCHO, Me2CO,(CH2) 4CO,(CH2) 5CO] at temperatures ranging ...