title: Solvent-dependent oxidative coupling of 1-aryl-1,3-dicarbonyls and styrene.
abstract: This report describes the scope and mechanism of the solvent-dependent, chemoselective oxidative coupling of 1-aryl-1,3-dicarbonyls with styrene using Ce(IV) reagents. Dihydrofuran derivatives are obtained when reactions are performed in methanol whereas alpha-tetralones can be selectively synthesized in acetonitrile and methylene chloride. Mechanistic studies are consistent with the rate of solvent-assisted deprotonation of a radical cation intermediate playing an integral role in the selective formation of products.
authors.affiliation: Department of Chemistry, Lehigh University, Bethlehem, PA 18015, USA.
authors.forename: Brian M
authors.initials: BM
authors.lastname: Casey
authors.forename: Cynthia A
authors.initials: CA
authors.lastname: Eakin
authors.forename: Jingliang
authors.initials: J
authors.lastname: Jiao
authors.forename: Dhandapani V
authors.initials: DV
authors.lastname: Sadasivam
authors.forename: Robert A
authors.initials: RA
authors.lastname: Flowers