Controllable Chemoselectivity in Visible-Light Photoredox Catalysis: Four Diverse Aerobic Radical Cascade Reactions.
Reported is the controllable selectivity syntheses of four distinct products from the same starting materials by visible-light photoredox catalysis. By employing a dicyanopyrazine-derived chromophore (DPZ) as photoredox catalyst, an aerobic radical mechanism has been developed, and allows the reactions of N-tetrahydroisoquinolines (THIQs) with N-itaconimides to through four different pathways, including addition-cyclization, addition-elimination, addition-coupling, and addition-protonation, with satisfactory chemoselectivity. The current strategy provide straightforward access to four different but valuable N-heterocyclic adducts in moderate to excellent yields.
['Liu|Xinfei|X|', 'Ye|Xinyi|X|', 'Bureš|Filip|F|', 'Liu|Hongjun|H|', 'Jiang|Zhiyong|Z|']
D002384:Catalysis D061565:Cycloaddition Reaction D005609:Free Radicals D008027:Light D010084:Oxidation-Reduction
radicals heterocycles photochemisty reaction mechanisms synthetic methods