title: Direct access to β-oxodiazo compounds by copper(II)-catalyzed oxidative rearrangement of stabilized vinyl diazo derivatives.
abstract: The copper(II)-catalyzed reaction of alkenyldiazo compounds with iodosylbenzene leading to β-oxodiazo derivatives is reported. This process occurs via an unprecedented 1,2-shift of the diazoacetate function. A selection of the synthetic applications of a representative member of this new class of functionalized diazo derivatives in the regioselective synthesis of substituted 1,4-dicarbonyl compounds is also reported.
authors: Instituto Universitario de Química Organometálica Enrique Moles, Unidad Asociada al CSIC, Universidad de Oviedo, Julián Clavería 8, 33071 Oviedo, Spain. barluenga@uniovi.es
authors: José
authors: J
authors: Barluenga
authors: Giacomo
authors: G
authors: Lonzi
authors: Lorena
authors: L
authors: Riesgo
authors: Miguel
authors: M
authors: Tomás
authors: Luis A
authors: LA
authors: López
mesh_terms: D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D001391:Azo Compounds; D009942:Organometallic Compounds; D003300:Copper