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Regioselective functionalization of quinolin-4(1H)-ones via sequential palladium-catalyzed reactions
Authors:Claudia MugnainiChiara Falciani  Maria De RosaAntonella Brizzi  Serena PasquiniFederico Corelli
Institution:Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Siena, Via A. De Gasperi 2, 53100 Siena, Italy
Abstract:A practical and general synthesis of 1,3,6-trisubstituted quinolin-4(1H)-ones starting from 1-alkyl-6-bromo-3-iodoquinolin-4(1H)-one is described, based on regioselective sequential palladium-catalyzed cross-coupling reactions, namely Suzuki-Miyaura, Sonogashira and aminocarbonylation reactions, under microwave irradiation. Good substrate generality, ease of execution and practicability make this method exploitable for the generation of libraries of chemically diverse 4-quinolones.
Keywords:Cross-coupling  Heterogeneous catalysis  Homogeneous catalysis  Palladium  Quinolin-4(1H)-ones
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