Synthesis of α-Amino Acids by ConPET-Mediated CO <sub>2</sub> Fixation into Amides

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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Publication Details

Journal
ACS Catalysis
Published
2025-10-17
DOI
https://doi.org/10.1021/acscatal.5c04666
Citations
3
Primary Topic
Advanced Synthetic Organic Chemistry
Type
article
Field-Weighted Citation Impact
2.81
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article

Synthesis of α-Amino Acids by ConPET-Mediated CO 2 Fixation into Amides

Marco A. B. Ferreira, Márcio W. Paixão, Kimberly Benedetti Vega, Tanumoy Mandal et al.
3 citations
ACS Catalysis
Advanced Synthetic Organic Chemistry
2.81
article

Synthesis of α-Amino Acids by ConPET-Mediated CO 2 Fixation into Amides

Marco A. B. Ferreira, Márcio W. Paixão, Kimberly Benedetti Vega, Tanumoy Mandal, Attilio C. Neto, Ruth M. Gschwind, Burkhard Koenig, Wagner Silva, Alejandro Heredero Sánchez
article en
3 citations

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.

ACS CatalysisVol. 15(21)
Universidade Federal de São Carlos (BR), University of Regensburg (DE)
Openalex Percentile: Top 9%
Advanced Synthetic Organic Chemistry
2.81
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