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- Title
Novel Brønsted Acid Catalyzed C-C Bond Activation and α-Alkylation of Ketones.
- Authors
Li, Wenjuan; Cheng, Huihang; Han, Huabo; Li, Lu; Liu, Xinming; Chu, Xianxu; Li, Xiaopei
- Abstract
A novel approach for the α-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 α-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 β-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.
- Publication
Molecules, 2024, Vol 29, Issue 17, p4266
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules29174266