4.8 Article

Dicarboxylation of Alkenes with CO2 and Formate via Photoredox Catalysis

Journal

ACS CATALYSIS
Volume 13, Issue 3, Pages 2149-2155

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.2c06377

Keywords

succinic acid; alkene dicarboxylation; formate; CO2; CO2 radical anion

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In this study, a photocatalytic strategy for the synthesis of succinic acids from alkene dicarboxylation using carbon dioxide (CO2) and formate salt as synergistic carbon sources is described. The formate salt acts as both a C1 source and reductant in the reaction, with catalytic amount of 1,4-diazabicyclo[2.2.2]octane (DABCO) serving as a hydrogen atom transfer reagent. Various alkene derivatives can be converted to diacids, which have potential applications in medicinal chemistry and polymer industry.
Herein, a photocatalytic strategy for the synthesis of succinic acids by alkene dicarboxylation with carbon dioxide (CO2) and formate salt as synergistic carbon sources is described. The formate salt acts as both a C1 source and reductant in the reaction with catalytic amount of 1,4-diazabicyclo[2.2.2]octane (DABCO) as a hydrogen atom transfer reagent. Various mono-, di-, and trisubstituted alkenes, acrylate, acrylamide, and indole derivatives could be converted to the corresponding diacids, which provided potential useful applications in medicinal chemistry and polymer industry.

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