Copper-Catalyzed Annulation–Trifluoromethyl Functionalization of Enynones

• DOI: 10.1021/acs.orglett.3c00679
• Publication Date: 2023-04-03T12:06:14Z
• Authors: Jia-Yin Wang; Sai Zhang; Yao Tang; Shenghu Yan; Guigen Li
• Keywords: Annulation; Quaternary carbon; Surface Modification; Reaction conditions

The Cu(I)-catalyzed annulation-halotrifluoromethylation and cyanotrifluoromethylation of enynones have been established, enabling multibond formations the synthesis quaternary carbon-centered 1-indanones in moderate to good chemical yields. reaction with Togni's reagent chloro- or bromotrimethylsilane afforded halo- CF3-containing 1-indenones. However, addition K3PO4 as a base into catalytic system led forming cyano-anchored (Z)-1-indanones major stereoisomeric products. This strategy exhibits remarkable compatibility wide range enynones.