A new approach to the synthesis of aromatic stannanes via novel radical substitution reaction of aromatic sulfones is presented. Thus, α-heterocyclic aromatic sulphones derived from indole, pyrrole, pyrazole, furans and thiophenes undergo rapid and high yielding ipso- substitution to furnish organostannanes. This methodology has been extended to β- heterocyclic aromatic sulfones derived from indoline and dibenzofuran. The methodology ...