Visible-Light Photoredox-Catalyzed Giese Reaction: Decarboxylative Addition of Amino Acid Derived α-Amino Radicals to Electron-Deficient Olefins.
A tin- and halide-free, visible-light photoredox-catalyzed Giese reaction was developed. Primary and secondary α-amino radicals were generated readily from amino acids in the presence of catalytic amounts of an iridium photocatalyst. The reactivity of the α-amino radicals has been evaluated for the functionalization of a variety of activated olefins.
Institute of Organic Chemistry, RWTH Aachen, Landoltweg 1, 52074, Aachen, Germany.
Anthony
A
Millet
Institute of Organic Chemistry, RWTH Aachen, Landoltweg 1, 52074, Aachen, Germany.
Quentin
Q
Lefebvre
Institute of Organic Chemistry, RWTH Aachen, Landoltweg 1, 52074, Aachen, Germany. magnus.rueping@rwth-aachen.de.|KAUST Catalysis Center (KCC), King Abdullah University of Science and Technology (KAUST), Thuwal, 23955-6900, Saudi Arabia. magnus.rueping@rwth-aachen.de.
Magnus
M
Rueping
D000475:Alkenes / Q000737:chemistry*; D000596:Amino Acids / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D004583:Electrons; D005609:Free Radicals / Q000737:chemistry; D007495:Iridium; D008027:Light; D015394:Molecular Structure; D010084:Oxidation-Reduction; D055668:Photochemical Processes; D013329:Structure-Activity Relationship
D000475:Alkenes; D000596:Amino Acids; D002264:Carboxylic Acids; D005609:Free Radicals; D007495:Iridium
amino acid; decarboxylation; heterocycles; photoredox catalysis