Copper(II)‐Mediated Intermolecular Radical [3+2]‐Annulation of <i>N</i>,<i>N</i>‐Dimethyl Enaminones: Direct Access to 5‐Acyl‐3‐Furancarboxaldehydes
Biao Zhang, Pan Zhou, Hui Xu, Jiuzhong Huang, Yulin Sun, Donghan Liu, Fuchao Yu
Abstract
Abstract Copper(II)‐mediated unprecedented intermolecular radical [3+2] annulation of N , N ‐dimethyl enaminones has been developed. The protocol is promoted simply by copper(II) chloride to access 5‐acyl‐3‐furancarboxaldehydes with acceptable to good yields and broad substrate scope. This reaction allows the formation of multiple new bonds, including C( sp 2 )−O bond between two nucleophilic sites, C( sp 2 )−C( sp 2 ) bond and C=O bond, through a radical cyclization process. Moreover, gram‐synthesis and application research show the potential application value of this transformation in industry. magnified image
Topics & Concepts
ChemistryAnnulationIntermolecular forceCopperNucleophileMedicinal chemistryStereochemistryCombinatorial chemistryCatalysisOrganic chemistryMoleculeCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques