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Photoorganocatalytic Aerobic Oxidative Amine Dehydrogenation/Super Acid‐Mediated Pictet‐Spengler Cyclization: Synthesis of cis ‐1,3‐Diaryl Tetrahydroisoquinolines

Unkel, Lisa‐Natascha ; Malcherek, Simon ; Schendera, Eva ; Hoffmann, Frank ; Rehbein, Julia ; Brasholz, Malte



Abstract

Aerobic oxidative dehydrogenation reactions of benzylamines to imines were studied and the efficiencies of various ground- and excited state quinone organocatalysts were compared. Long wave-absorbing anthraquinones readily catalyze the aerobic photodehydrogenation of primary and secondary benzylamines to benzylidenebenzylamines with high rate and selectivity, and the reaction mechanism was ...

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