Visible-light photoredox-catalyzed umpolung carboxylation of carbonyl compounds with CO₂.

ABSTRACT: Photoredox-mediated umpolung strategy provides an alternative pattern for functionalization of carbonyl compounds. However, general approaches towards carboxylation of carbonyl compounds with CO₂ remain scarce. Herein, we report a strategy for visible-light photoredox-catalyzed umpolung carboxylation of diverse carbonyl compounds with CO₂ by using Lewis acidic chlorosilanes as activating/protecting groups. This strategy is general and practical to generate valuable α-hydroxycarboxylic acids. It works well for challenging alkyl aryl ketones and aryl aldehydes, as well as for α-ketoamides and α-ketoesters, the latter two of which have never been successfully applied in umpolung carboxylations with CO₂ (to the best of our knowledge). This reaction features hig

SUBMITTER: Cao GM 

PROVIDER: S-EPMC8175691 | biostudies-literature | 2021 Jun

REPOSITORIES: biostudies-literature