title: 2,3-Dihalo-1-propenes as building blocks in Cu(I)-catalyzed domino reactions: efficient and selective synthesis of furans.
abstract: The Cu(I)-catalyzed reaction of 2,3-dibromo-1-propenes with β-ketoesters and 1,3-diketones, respectively, in DMF at 120 °C using Cs2CO3 as a base and hydroquinone as an additive exclusively delivers 2,3,5-trisubstituted furans and related compounds with yields up to 96%. The highly regioselective domino process is based on an intermolecular C-allylation followed by an intramolecular Ullmann type O-vinylation and a double bond isomerization.
authors.affiliation: Bioorganische Chemie, Institut für Chemie, Universität Hohenheim , Garbenstraße 30, D-70599 Stuttgart, Germany.
authors.forename: Dietmar
authors.initials: D
authors.lastname: Schmidt
authors.forename: Chandi C
authors.initials: CC
authors.lastname: Malakar
authors.forename: Uwe
authors.initials: U
authors.lastname: Beifuss