Vinyl Bromide (ca. 12% in Tetrahydrofuran, ca. 1.0mol/L)

Application: To a screw-cap vial are added 1 (1.0 eq.), 　vinyl bromide (1.0 M soln. in THF, 2.0 eq.), CuI (0.05 eq.), N,N’-dimethylethylenediamine (0.10 eq.), and K₂CO₃ (2.0 eq.). The vial is tightly sealed and heated to 80 °C to stir overnight. Upon completion of the reaction, the mixture is filtered through a pad of celite, rinsing with EtOAc, and solvent is removed in vacuo to afford a crude product. Purification of the resulting crude residue via silica gel flash chromatography (gradient elution: EtOAc in n-hexanes) affords 2 (58% yield) as a yellow solid.