Organic & Biomolecular Chemistry · 2017 · 150 citations · 28 references
Natural SciencesChemistryCatalysisOrganic ChemistryCarboxylic AcidsCatalytic MechanismsEnzymatic CatalysisOrganic AcidsCarboxylic Acid Derivative SynthesisCarboxylic Acid SynthesisCatalytic AcylationQuinoxaline ChemistrySelective Acylation
A novel silver-catalyzed decarboxylative acylation of α-oxo-carboxylic acids was developed, by which various 3-acyl quinoxalin-2(1H)-ones were synthesized by direct C-H bond acylation of quinoxalin-2(1H)-ones. In this method, α-oxo-carboxylic acids served as efficient acylating reagents to in situ generate the required active acyl radical. Its excellent chemoselectivity allowed the molecular diversity of 3-acyl quinoxalin-2(1H)-ones to be achieved by convenient functionalizations of both N1- and C3-positions.
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Nucleophilic character of alkyl radicals—VI
Francesco Minisci, R. BERNARDI, F. Bertini et al. · Tetrahedron · 1971 · 473 citations
Direct phosphonation of quinoxalin-2(1H)-ones under transition-metal-free conditions
Ming Gao, Yi Li, Lijuan Xie et al. · Chemical Communications · 2016 · 215 citations