Litcius/Paper detail

Nickel-catalyzed Suzuki Coupling of Cycloalkyl Silyl Peroxides with Boronic Acids

Lei Chen, Jun‐Cheng Yang, Peng‐Fei Xu, Junjie Zhang, Xin‐Hua Duan, Li‐Na Guo

2020The Journal of Organic Chemistry36 citationsDOI

Abstract

A nickel-catalyzed Suzuki alkyl-aryl coupling of cycloalkyl silyl peroxides with boronic acids is reported. The primary and secondary ketoalkyl electrophiles generated through C-C bond cleavage were amenable, providing rapid access to a variety of distal arylated alkyl ketones. A radical pathway is proposed for this reaction.

Topics & Concepts

ChemistryArylAlkylSilylationElectrophileSuzuki reactionCatalysisBoronic acidNickelBond cleavageOrganic chemistryCleavage (geology)Medicinal chemistryCombinatorial chemistryGeotechnical engineeringFracture (geology)EngineeringCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsRadical Photochemical Reactions