Ytterbium-catalyzed formal [4+2] cycloaddition: synthesis of chalcogen-quinolines 3-unsubstituted

A regioselective ytterbium-catalyzed annulation reaction between ethylglyoxalate, anilines and silyl-alkynes bearing selenyl- and telluryl-moieties for the formation of poly-substituted quinolones is described. A series of examples formed under mild conditions are presented, including a scaled-up reaction and a study on catalyst recyclability.
Keywords
Quinolines;  Ytterbium;  Poly-substituted quinolones;  Selenium;  Internal alkynes

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Oliveira IM., Darbem MP., Esteves CHA., Pimenta DC, Zukerman-Schpector J, Stefani HA., et al. Ytterbium-catalyzed formal [4+2] cycloaddition: synthesis of chalcogen-quinolines 3-unsubstituted. Tetrahedron Lett. 2019 Oct;59(44):3907-11. doi:10.1016/j.tetlet.2018.09.022.
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