Advanced Synthesis & Catalysis · 2013 · 78 citations · 46 references
Aqueous MediumCross-coupling ReactionEngineeringTetrabutylammonium BromideBiochemistryNatural SciencesDiversity-oriented SynthesisXanthone ProductsMetal‐free Oxidative CouplingOrganic ChemistryOrganometallic CatalysisCatalysisChemistryAldehyde Ch BondNatural Product SynthesisAromatic Ch BondsBiomolecular Engineering
Abstract A metal‐free intramolecular annulation of 2‐aryloxybenzaldehydes to xanthones is disclosed, which proceeds through the direct oxidative coupling of an aldehyde CH bond and aromatic CH bonds using tetrabutylammonium bromide (TBAB) as a promoter in aqueous medium. This strategy works smoothly in the presence of both electron‐donating and electron‐withdrawing groups, and displays good tolerance towards catalytically reactive substituents, thus promising further functionalizations of xanthone products. magnified image
46
A Meta-Selective Copper-Catalyzed C–H Bond Arylation
Robert J. Phipps, Matthew J. Gaunt · Science · 2009 · 980 citations
Medicinal Chemistry, Cross-coupling Reaction, Engineering +12