Synthesis of α-Amino Acids by ConPET-Mediated CO2 Fixation into Amides

Benedetti-Vega, Kimberly and Heredero-Sanchez, Alejandro and Mandal, Tanumoy and Silva, Wagner and Gschwind, Ruth M. and Neto, Attilio Chiavegatti and Barbosa Ferreira, Marco Antonio and Koenig, Burkhard and Paixao, Marcio Weber (2025) Synthesis of α-Amino Acids by ConPET-Mediated CO2 Fixation into Amides. ACS CATALYSIS, 15 (21). pp. 18087-18096. ISSN 2155-5435

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Abstract

Herein, we report a photocatalytic method for the selective functionalization of alpha-C(sp(3))-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, (CO2)-C-13, and deuterium, at the alpha-N position. The transformation proceeds in moderate to high yields across a diverse range of amides, representing a significant advancement in both isotopically labeled alpha-amino acid synthesis and amide deuteration.

Item Type: Article
Uncontrolled Keywords: BOND ACTIVATION; CARBON-DIOXIDE; CARBANIONS; GENERATION; ANION; photoredox; HAT; ConPET; carbon dioxide; amide; amino acids; Isotopic Labeling; C-13 Incorporation
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. Ruth Gschwind
Depositing User: Dr. Gernot Deinzer
Date Deposited: 13 Aug 2026 04:44
Last Modified: 13 Aug 2026 04:51
URI: https://pred.uni-regensburg.de/id/eprint/66586

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