Palladium(0) Catalyzed Coupling of trans-1,2-Bis(tri-n-butylstannyl)ethylene with Aromatic Halides: A convenient Synthesis of Substituted trans-β-Bromostyrenes

Article abstract of DOI:10.1016/0040-4039(88)85208-0

trans-β-Bromostyrenes have been conveniently prepared in moderate to high yield in a one-pot two-step sequence. trans-1,2-Bis(tri-n-butylstannyl)ethylene underwent a smooth palladium(0) catalyzed coupling reaction with 0.5 equivalents of aromatic bromide or iodide to furnish a trans-β-stannylstyrene.This intermediate vinyl stannane, without isolation, was then converted to the substituted trans-bromostyrene on treatment with molecular bromine.