Regioselective functionalization of quinolin-4(1H)-ones via sequential palladium-catalyzed reactions |
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Authors: | Claudia MugnainiChiara Falciani Maria De RosaAntonella Brizzi Serena PasquiniFederico Corelli |
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Institution: | Dipartimento Farmaco Chimico Tecnologico, Università degli Studi di Siena, Via A. De Gasperi 2, 53100 Siena, Italy |
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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. |
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Keywords: | Cross-coupling Heterogeneous catalysis Homogeneous catalysis Palladium Quinolin-4(1H)-ones |
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