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Photoredox-Catalyzed Synthesis of α-Amino Acid Amides by Imine Carbamoylation.

Luana CardinaleMattis-Ole W S SchmotzMikhail O KonevAxel Jacobi von Wangelin
Published in: Organic letters (2021)
An operationally simple protocol for the photocatalytic carbamoylation of imines is reported. Easily available, bench-stable 4-amido Hantzsch ester derivatives serve as precursors to carbamoyl radicals that undergo rapid addition to N -aryl imines. The reaction proceeds under blue light irradiation in the presence of the photocatalyst 3DPAFIPN and Brønsted/Lewis acid additives. Mechanistic studies indicated a photoredox mechanism that involves carbamoyl radicals.
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