biostudies-literatureLi Wthe Key Research and Development and Promotion Projects in Henan Provincehe Key Research and Development and Promotion Projects in Henan Provincethe Key Scientific Research Projects of Colleges and Universities in Henan Province4266https://www.ebi.ac.uk/biostudies/studies/S-EPMC11397341biostudies-literatureUnknown29(17)A novel approach for the <i>α</i>-alkylation of ketones was developed using Brønsted acid-catalyzed C-C bond cleavage. Both aromatic and aliphatic ketones reacted smoothly with 2-substituted 1,3-diphenylpropane-1,3-diones to afford <i>α</i>-alkylation products with high yields and with excellent regioselectivity, in which the 1,3-dicarbonyl group acted as a leaving group in the presence of the catalyst TfOH. Mechanism experiments showed that the <i>β</i>-C-C bond cleavage of diketone and the shift of the equilibrium towards the enol formation from ketone are driving forces that induce the desired products.Molecules (Basel, Switzerland)Novel Bronsted Acid Catalyzed C-C Bond Activation and α-Alkylation of Ketones.PMC11397341NO. 23B150008No. 222102520032242102310422Li WLiu XLi XHan HChu XCheng HLi LfalseNovel Bronsted Acid Catalyzed C-C Bond Activation and α-Alkylation of Ketones.A novel approach for the <i>α</i>-alkylation of ketones was developed using Brønsted acid-catalyzed C-C bond cleavage. Both aromatic and aliphatic ketones reacted smoothly with 2-substituted 1,3-diphenylpropane-1,3-diones to afford <i>α</i>-alkylation products with high yields and with excellent regioselectivity, in which the 1,3-dicarbonyl group acted as a leaving group in the presence of the catalyst TfOH. Mechanism experiments showed that the <i>β</i>-C-C bond cleavage of diketone and the shift of the equilibrium towards the enol formation from ketone are driving forces that induce the desired products.2024-01-01T00:00:00Z2024 Sep2025-04-04T00:39:02.948Z2025-04-04T00:39:02.948ZS-EPMC113973413927511310.3390/molecules29174266