Cascade Reactions Assisted by Microwave Irradiation: Ultrafast Construction of 2-Quinolinone-Fused γ-Lactones from <i>N</i>-(<i>o</i>-Ethynylaryl)acrylamides and Formamide
Bruce A. L. Sacchelli, Bianca C. Rocha, Leandro H. Andrade
Abstract
An ultrafast (10 s) methodology to construct novel highly functionalized 2-quinolinones from N-(o-ethynylaryl)acrylamides (1,7-enynes) is described for the first time. Microwave irradiation enabled the ultrafast synthesis of 2-quinolinone-fused γ-lactones from Fenton’s reagents in formamide. After six key consecutive reactions, including a diastereoselective step, 2-quinolinone-fused γ-lactones were obtained in good overall yield (up to 46%; 10 s).
Topics & Concepts
FormamideChemistryMicrowave irradiationCascadeMicrowaveIrradiationCombinatorial chemistryOrganic chemistryMedicinal chemistryChromatographyCatalysisPhysicsQuantum mechanicsNuclear physicsMicrowave-Assisted Synthesis and ApplicationsMulticomponent Synthesis of HeterocyclesSynthesis and Biological Evaluation