title: Cu(I)-catalyzed annulation for the synthesis of substituted naphthalenes using o-bromobenzaldehydes and β-ketoesters as substrates.
abstract: Cu(I)-catalyzed reaction of o-bromobenzaldehydes with β-ketoesters using Cs(2)CO(3) as a base and 2-picolinic acid as an additive proceeds under mild conditions and gives access to substituted naphthalenes in a single step with yields ranging from 71 to 86%. The new annulation process relies on a domino Knoevenagel condensation/C-arylation/1,2-addition/carboxylic acid cleavage. The annulation can also be achieved with o-iodobenzaldehyde.
authors.affiliation: Bioorganische Chemie, Institut für Chemie, Universität Hohenheim, Stuttgart, Germany.
authors.forename: Chandi C
authors.initials: CC
authors.lastname: Malakar
authors.forename: Kavitha
authors.initials: K
authors.lastname: Sudheendran
authors.forename: Hans-Georg
authors.initials: HG
authors.lastname: Imrich
authors.forename: Sabine
authors.initials: S
authors.lastname: Mika
authors.forename: Uwe
authors.initials: U
authors.lastname: Beifuss
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry*; D017605:Bromine Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*
chemical_list: D001547:Benzaldehydes; D017605:Bromine Compounds; D004952:Esters; D007454:Iodides; D009281:Naphthalenes; D003300:Copper; C073870:cuprous iodide; C032175:benzaldehyde