biostudies-literatureAlvarez-Valle JAgencia Estatal de Investigación10487-10492https://www.ebi.ac.uk/biostudies/studies/S-EPMC11650761biostudies-literatureUnknown26(49)Herein, we report a gold-catalyzed propargylation of chromone derivatives by propargylsilanes. Chromones are synergistically activated by the silylium cation resulting from the gold activation of the propargylsilane. The reaction exclusively occurs at the C2-position of the chromone, and a single diastereoisomer is formed. Computational studies performed on the reaction mechanism rationalize the formation of the preferred diastereoisomer. Finally, a dual consecutive cascade reaction based on different gold catalysts enables the formation of complex tricyclic compounds.Organic lettersOne-Pot Regio- and Diastereoselective Gold-Catalyzed Propargylation of in Situ Activated Chromones and Consecutive Cyclization.PMC11650761PID2022-138232NB-I00PID2021-126075NB-I00Sampedro DFunes-Ardoiz IMerino-Robledillo CAlvarez-Valle JFernandez SSantamaria JfalseOne-Pot Regio- and Diastereoselective Gold-Catalyzed Propargylation of in Situ Activated Chromones and Consecutive Cyclization.Herein, we report a gold-catalyzed propargylation of chromone derivatives by propargylsilanes. Chromones are synergistically activated by the silylium cation resulting from the gold activation of the propargylsilane. The reaction exclusively occurs at the C2-position of the chromone, and a single diastereoisomer is formed. Computational studies performed on the reaction mechanism rationalize the formation of the preferred diastereoisomer. Finally, a dual consecutive cascade reaction based on different gold catalysts enables the formation of complex tricyclic compounds.2024-01-01T00:00:00Z2024 Dec2025-04-04T21:45:45.13Z2025-04-04T21:45:45.13ZS-EPMC116507613960795210.1021/acs.orglett.4c03812