An efficient two-step procedure affords bromomethyl phenyl sulfide, N-
bromomethyl-imides, and N-bromomethyl-isothiazolone 1,1-dioxides in hi
gh yields. S- or N-Alkylation of the substrate 2 with chloromethyl piv
alate (POMCl) gives the intermediate pivaloylmethyl derivatives 3 whic
h on treatment with 5% HBr in acetic acid yields the bromomethyl deriv
atives 4.