Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters
Fei Cheng, Tao Chen, Yin-Qiu Huang, Jiawei Li, Chen Zhou, Xiao Xiao, Fen‐Er Chen
Abstract
We have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups are tolerated, and the application occurs with α-aryl-esters to access nonsteroidal anti-inflammatory drugs (NSAIDs) on the gram scale.
Topics & Concepts
ArylChemistryDecarboxylationCatalysisCombinatorial chemistrySolventCascadeNonsteroidalLigand (biochemistry)CopperOrganic chemistryCoupling (piping)Ullmann reactionReceptorAlkylMedicineBiochemistryPharmacologyChromatographyMechanical engineeringEngineeringCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques