Abstract
Herein, we report a photocatalytic method for the selective functionalization of α-C(sp3)-H bonds adjacent to the nitrogen atom in amides. By harnessing a synergistic combination of hydrogen atom transfer (HAT), consecutive photoinduced electron transfer (ConPET), and reductive radical-polar crossover, we efficiently incorporated high-value electrophiles, including CO2,13CO2, and deuterium, at the α-N position. The transformation proceeds in moderate to high yields across a diverse range of amides, representing a significant advancement in both isotopically labeled α-amino acid synthesis and amide deuteration.
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Vega, K. B., Sánchez, A. H., Mandal, T., Silva, W., Gschwind, R. M., Neto, A. C., … Paixão, M. W. (2025). Synthesis of α-Amino Acids by ConPET-Mediated CO2Fixation into Amides. ACS Catalysis, 15, 18087–18096. https://doi.org/10.1021/acscatal.5c04666
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