A Dual Ni/Photoredox Cross-Coupling Approach toward Mandelic Acids

Mandelic acid derivatives represent a valuable class of compounds due to their wide use in synthetic organic chemistry and the pharmaceutical sector. Herein, we report a novel reductive Ni/photoredox cross-coupling of readily accessible, bench stable N-alkoxyphthalimides and aryl halides to prepare...

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Veröffentlicht in:Organic letters 2024-05, Vol.26 (21), p.4566-4570
Hauptverfasser: Monteith, John J., Rousseaux, Sophie A. L.
Format: Artikel
Sprache:eng
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Zusammenfassung:Mandelic acid derivatives represent a valuable class of compounds due to their wide use in synthetic organic chemistry and the pharmaceutical sector. Herein, we report a novel reductive Ni/photoredox cross-coupling of readily accessible, bench stable N-alkoxyphthalimides and aryl halides to prepare unprotected mandelic acid ester derivatives. Mechanistic experiments suggest that this cross-coupling likely proceeds via a pathway that is distinct from previous reports using similar redox-active alkoxy radical precursors.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.4c01547