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. © 2011 Elsevier Ltd. All rights reserved.
Mugnaini, C., Falciani, C., De Rosa, M., Brizzi, A., Pasquini, S., Corelli, F. (2011). Regioselective functionalization of quinolin-4(1H)-ones via sequential palladium-catalyzed reactions. TETRAHEDRON, 67(32), 5776-5783 [10.1016/j.tet.2011.05.134].
Regioselective functionalization of quinolin-4(1H)-ones via sequential palladium-catalyzed reactions
Mugnaini, Claudia;De Rosa, Maria;Brizzi, Antonella;Pasquini, Serena;Corelli, Federico
2011-01-01
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. © 2011 Elsevier Ltd. All rights reserved.
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https://hdl.handle.net/11365/19409
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