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Visible-Light Photoredox-Catalyzed Dicarbofunctionalization of Styrenes with Oxime Esters and CO<sub>2</sub>: Multicomponent Reactions toward Cyanocarboxylic Acids and γ-Keto Acids

Junxue Bai, Miao Li, Cong Zhou, Yu Sha, Jiang Cheng, Jianwei Sun, Song Sun

2021Organic Letters33 citationsDOI

Abstract

A photoredox-catalyzed dicarbofunctionalization of styrenes with oxime esters and CO2 has been achieved. Notably, a series of four-, five-, or six-membered cyclic ketone oximes worked well to furnish a wide range of ε-, ζ-, and η-cyanocarboxylic acids in good yields. Furthermore, a series of γ-keto acids also could be obtained by employing acyclic ketone oxime esters as the carbonyl radical precursor. It provides convergent access to diverse biologically important cyanocarboxylic and γ-keto acids.

Topics & Concepts

ChemistryOximeKetoneCatalysisOrganic chemistryCarbon dioxide utilization in catalysisSulfur-Based Synthesis TechniquesRadical Photochemical Reactions
Visible-Light Photoredox-Catalyzed Dicarbofunctionalization of Styrenes with Oxime Esters and CO<sub>2</sub>: Multicomponent Reactions toward Cyanocarboxylic Acids and γ-Keto Acids | Litcius