Versatile Electrochemical Synthesis of Selenylbenzo[b]Furan Derivatives Through the Cyclization of 2-Alkynylphenols
Carlos V. Doerner, Marcos R. Scheide, Celso R. Nicoleti, Daniele C. Durigon, Vinícius D. Idiarte, Martinho J. A. de Sousa, Samuel R. Mendes, Sumbal Saba, José S. S. Neto, Guilherme M. Martins, Jamal Rafique, Antônio L. Braga
Abstract
We report an electrochemical oxidative intramolecular cyclization reaction between 2-alkynylphenol derivatives and different diselenides species to generate a wide variety of substituted-benzo[ b ]furans. Driven by the galvanostatic electrolysis assembled in an undivided cell, it provided efficient transformation into oxidant-, base-, and metal-free conditions in an open system at room temperature. With satisfactory functional group compatibility, the products were obtained in good to excellent yields.
Topics & Concepts
FuranElectrochemistryIntramolecular forceElectrolysisChemistryCombinatorial chemistryCompatibility (geochemistry)Organic chemistryMaterials scienceElectrodePhysical chemistryElectrolyteComposite materialSulfur-Based Synthesis TechniquesOrganoselenium and organotellurium chemistryCatalytic Alkyne Reactions