Regioselective Hydrochalcogenation Reaction of 1,2-Allenyl Phosphine Oxides: A Novel Synthesis of b-Organochalcogenyl Allyl Phosphine Oxides

Organyl thiolate, selenolate or tellurolate anions reacted with allenyl phosphine oxides to give b-(organochalcogenyl)allyl phosphine oxides in good yields. The reaction was regioselective, giving exclusively one isomer in all cases studied. The palladium-catalyzed cross-coupling of compound 3d with terminal alkynes to give (beta)-alkynyl allyl phosphine oxide underwent efficiently in moderate yields.