Superacid-catalyzed reactions and the application of supercritical fluid

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New superacid-catalyed reactions and their features such as regioselectivity and stereoseterctivity were studied. Destabilized carbenium ions substituted with genuine electron-withdrawing groups such as carbenium, oxonium, ammonium groups were proposed to be involved. These cations constitute reactive superelectrophiles in a novel type of Friedel-Crafts reactions. We attempted to use CO_2 supercritical fluid conditions with a combination of superacid catalyst. We understood the development of new reaction system compatible with the superacid. We studied (1) Regioselective Superacid-Catalyzed Electrocyclization of Diphenylmethyl Cations. Fluorenes, Phenanthrol and Benzofuran Cyclizations (2) Stereoselectivity of Superacid-Catalyzed Pictet-Spengler Cyclization Reactions (3) 4H-l,2-Benzoxazines with Electron-withdrawing Substituents on the Benzene Ring. Synthesis and Application as Potent Intermediates for Oxygen-Functionalized Aromatic Compounds