Visible-Light Mediated Carbamoylation of Nitrones under a Continuous Flow Regime

Herein, we report a rapid and scalable continuous-flow photocatalytic approach for the carbamoylation of nitrones. This protocol makes use of readily available 4-amido-1,4 dihydropyridines as carbamoyl radical precursors. The scope of this transformation exhibits high compatibility with complex stru...

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Veröffentlicht in:Journal of organic chemistry 2023-05, Vol.88 (10), p.6407-6419
Hauptverfasser: Oliveira, Pedro H. R., Tordato, Éverton A., Vélez, Jeimy A. C., Carneiro, Pablo S., Paixão, Márcio W.
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Sprache:eng
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Zusammenfassung:Herein, we report a rapid and scalable continuous-flow photocatalytic approach for the carbamoylation of nitrones. This protocol makes use of readily available 4-amido-1,4 dihydropyridines as carbamoyl radical precursors. The scope of this transformation exhibits high compatibility with complex structures containing amino acids, peptides, and glycosides. Importantly, the developed method allows a photocatalytic synthetic strategy in combination with flow conditions, maximizing the potential and efficiency for the synthesis of valuable α-(N-hydroxy)­amino amides.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c02266