π-Allylic Sulfonylation in Water with PS-PEG Pd-Phosphine Complexes

Significance

Amphiphilic polystyrene-poly(ethyl­ene glycol) (PS-PEG) resin-supported phosphine-palladium complexes were found to be effective catalysts for π-allylic sulfonylation in water. Thus, PS-PEG resin-supported phosphine-palladium complex 1 was prepared according to the reported procedures (Tetrahedron Lett. 1997, 38, 3557). π-Allyic sulfonylation of 1,3-diphenyl-2-propenyl acetate 3 with PhSO₂Na in water was carried out with catalyst 1 to give 1,3-diphenyl-1-phenylsulfonyl-2-propene in 90% yield. The catalyst 1 was recovered and reused three times without any loss of catalytic activity (average 88% yield).