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Wang, Jia-Yin; Zhang, Sai; Tang, Yao; Yan, Shenghu; Li, Guigen
Organic letters, 04/2023, Volume: 25, Issue: 14Journal Article
The Cu(I)-catalyzed annulation–halotrifluoromethylation and cyanotrifluoromethylation of enynones have been established, enabling multibond formations of the synthesis of quaternary carbon-centered 1-indanones in moderate to good chemical yields. The reaction of enynones with Togni’s reagent and chloro- or bromotrimethylsilane afforded halo- and CF3-containing 1-indenones. However, the addition of K3PO4 as a base into the catalytic system led to forming cyano-anchored (Z)-1-indanones as major stereoisomeric products. This strategy exhibits remarkable compatibility with a wide range of enynones.
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