An ultrafast (10 s) methodology to construct novel highly functionalized 2-quinolinones from -(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).
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http://dx.doi.org/10.1021/acs.orglett.1c01606 | DOI Listing |
Org Lett
July 2021
Instituto de Química, Universidade de São Paulo, São Paulo, Brasil.
An ultrafast (10 s) methodology to construct novel highly functionalized 2-quinolinones from -(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).
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