title: Ambient Decarboxylative Arylation of Malonate Half-Esters via Oxidative Catalysis.
abstract: We report decarboxylative carbonyl α-arylation by coupling of arylboron nucleophiles with malonic acid derivatives. This process is enabled by the merger of aerobic oxidative Cu catalysis with decarboxylative enolate interception reminiscent of malonyl-CoA reactivity in polyketide biosynthesis. This method enables the synthesis of monoaryl acetate derivatives containing electrophilic functional groups that are incompatible with existing α-arylation reactivity paradigms. The utility of the reaction is demonstrated in drug intermediate synthesis and late-stage functionalization.
authors.affiliation: Department of Chemistry, University of Alberta , Edmonton, Alberta T6G 2G2, Canada.
authors.forename: Patrick J
authors.initials: PJ
authors.lastname: Moon
authors.affiliation: Department of Chemistry, University of Alberta , Edmonton, Alberta T6G 2G2, Canada.
authors.forename: Shengkang
authors.initials: S
authors.lastname: Yin
authors.affiliation: Department of Chemistry, University of Alberta , Edmonton, Alberta T6G 2G2, Canada.
authors.forename: Rylan J
authors.initials: RJ
authors.lastname: Lundgren