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Xia, Dong; Duan, Xin-Fang
Journal of organic chemistry, 11/2021, Volume: 86, Issue: 21Journal Article
The multiple C-H bonds of biaryl ynones render the 6-exo-trig regioselective C-H activation dearomatization to spiro5.5trienones challenging since the competing reactions of C-H bonds on Ar or the -C-H bonds on Ar may result in 5-exo-trig cyclization to indenones or 6-exo-trig -dearomatization, respectively. We here report an unprecendented dearomatization of biaryl ynones with aldehydes via double C-H functionalization where a regiospecific remote unactivated -C-H functionalization of biaryl ynones efficiently furnishes acylated spiro5.5trienones. This cascade cyclization features a green catalyst and solvent and high atom- and step-economy.
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