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Reductive Radical-Polar Crossover Enabled Carboxylative Alkylation of Aryl Thianthrenium Salts with CO<sub>2</sub> and Styrenes

Weiguan Qi, Shiyu Gu, Lan‐Gui Xie

2024Organic Letters26 citationsDOI

Abstract

Carboxylic functionalities are among the pivotal groups in bioactive molecules and in the synthesis of new lead compounds because of their unique character in the formation of hydrogen bonds and the possibility of constructing molecular complexes via amide couplings. We adopt the reductive radical-polar crossover strategy to introduce carboxyalkyl groups into arenes with styrenes and CO 2 via thianthrenium salts. This protocol exhibits excellent potential as a straightforward and modular platform for site-selective carboxylative derivation of bioactive molecules.

Topics & Concepts

ChemistryAlkylationArylAmideMoleculePolarCombinatorial chemistryHydrogen bondCrossoverOrganic chemistryAlkylCatalysisComputer scienceArtificial intelligencePhysicsAstronomyCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsCarbon dioxide utilization in catalysis