Visible-Light-Induced Synthesis of 1,2-Dicarboxyl Compounds from Carbon Dioxide, Carbamoyl-dihydropyridine, and Styrene

β-Amidated carboxylic acids, or succinamic acid derivatives, constitute a valuable chemical scaffold with broad applications in pharmaceuticals, agrochemicals, and polymer sciences. Herein, we report a redox-neutral multicomponent reaction for the synthesis of succinamic acid derivatives in good yie...

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Veröffentlicht in:Organic letters 2024-02, Vol.26 (4), p.860-865
Hauptverfasser: Vega, Kimberly Benedetti, de Oliveira, André Luiz Carvalho, König, Burkhard, Paixão, Márcio Weber
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Sprache:eng
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Zusammenfassung:β-Amidated carboxylic acids, or succinamic acid derivatives, constitute a valuable chemical scaffold with broad applications in pharmaceuticals, agrochemicals, and polymer sciences. Herein, we report a redox-neutral multicomponent reaction for the synthesis of succinamic acid derivatives in good yields. This protocol involves styrene, CO2 and 1,4-carbamoyl-dihydropyridine as radical precursors. The method exhibits a broad substrate scope under mild reaction conditions, including late-stage functionalization. Moreover, by employing 13CO2, the method enables the synthesis of labeled 1,2-dicarboxylic compounds.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c04015