Litcius/Paper detail

Divergent Functionalization of Styrenes via Radical/Polar Crossover with CO<sub>2</sub> and Sodium Sulfinates

Kimberly Benedetti Vega, José A. C. Delgado, Lucas V. B. L. Pugnal, Burkhard König, José Tiago Menezes Correia, Márcio W. Paixão

2022Chemistry - A European Journal12 citationsDOIOpen Access PDF

Abstract

Abstract Sulfones and carboxylic acids are prominent motifs widely present in the chemical structure of agrochemicals, pharmaceuticals and many other highly valuable compounds. Herein, we describe a conjunctive strategy for the precise installation of these functionalities onto styrenes using sodium sulfinates and CO 2 as coupling partners. The protocol allowed the preparation of carboxy‐sulfonylated compounds in good yields and broad functional group tolerance. Additionally, taking advantage of the leaving group ability of the sulfone moiety, a one‐pot photocatalytic carboxy‐sulfonylation‐elimination strategy was developed for the synthesis of α‐aryl‐acrylates.

Topics & Concepts

MoietyChemistryArylSulfoneFunctional groupSurface modificationCombinatorial chemistryOrganic chemistryPhysical chemistryPolymerAlkylSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods