title: Copper-catalyzed oxidative benzylarylation of acrylamides by benzylic C-H bond functionalization for the synthesis of oxindoles.
abstract: Radically changing benzyls: An efficient method for the benzylarylation of activated alkenes has been developed through a copper-catalyzed tandem radical addition/cyclization strategy (see scheme). This oxidative coupling between acrylamides and benzylic hydrocarbons provides access to diverse alkyl-substituted oxindoles in good to excellent yields. A variety of functional groups were tolerated in this transformation (TBPB = tert-butylperoxy benzoate).
authors.affiliation: Department of Chemistry, School of Science and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049 (P.R. China).
authors.forename: Shi-Liu
authors.initials: SL
authors.lastname: Zhou
authors.forename: Li-Na
authors.initials: LN
authors.lastname: Guo
authors.forename: Hua
authors.initials: H
authors.lastname: Wang
authors.forename: Xin-Hua
authors.initials: XH
authors.lastname: Duan
mesh_terms: D000178:Acrylamides / Q000737:chemistry*; D001593:Benzyl Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D003516:Cycloparaffins / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D058451:Oxidative Coupling; D000078183:Oxindoles
chemical_list: D000178:Acrylamides; D001593:Benzyl Compounds; D003516:Cycloparaffins; D007211:Indoles; D000078183:Oxindoles; C022960:2-oxindole; D003300:Copper
keywords: activated alkenes; benzylarylation; copper; oxindoles; radical addition