title: Insight into the palladium catalyzed oxidative arylation of benzofuran: Heteropoly acid oxidants evoke a Pd(II)/Pd(IV) mechanism.
abstract: The effects of oxidant and organic acid additives on the oxidative cross-coupling reactions of electron rich heterocycles such as benzofuran with benzene were studied. Both regioselectivity and reaction rate could be controlled by varying the condition parameters. Furthermore, mechanistic insight was achieved via kinetic studies which indicate that reactions that are oxidized by the heteropoly acid H4PMo11VO40operate via a Pd(II)/Pd(IV) mechanisms, while reactions oxidized by either AgOAc or Cu(OAc)2operate by a Pd(II)/Pd(0) mechanism.
authors.affiliation: University of Rhode Island, Department of Chemistry, 51 Lower College Road, Kingston, RI 02881, USA.
authors.forename: Kyle C
authors.initials: KC
authors.lastname: Pereira
authors.forename: Ashley L
authors.initials: AL
authors.lastname: Porter
authors.forename: Shathaverdhan
authors.initials: S
authors.lastname: Potavathri
authors.forename: Alec P
authors.initials: AP
authors.lastname: Lebris
authors.forename: Brenton
authors.initials: B
authors.lastname: Deboef
keywords: Biaryl synthesis; C–H functionalization; Heteropoly acid; Palladium(IV)