Development of immobilized cationic gold catalyst and its application to efficient domino synthesis of heterocyclic compounds

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A polystyrene-immobilized cationic gold compound was synthesized for the first time and showed high catalytic activities for the bond forming reactions. It was quantitatively recovered from the reaction mixture and reused for another seven runs without significant loss of its activity. Moreover, a flow reactor loaded with the immobilized cationic gold compound was developed. On the other hand, during our preliminary research on its application, a domino synthesis of allene was developed that includes the gold or silver compound-catalyzed addition of propargyl alcohols to functionalized acetylenes and the subsequent[3, 3]-sigmatropic reaction. The platinum-catalyzed intramolecular cyclization of the formed allenes provided the polysubstituted lactone derivatives in high yields.