Novel Brønsted Acid Catalyzed C-C Bond Activation and α-Alkylation of Ketones

Autor:	Wenjuan Li, Huihang Cheng, Huabo Han, Lu Li, Xinming Liu, Xianxu Chu, Xiaopei Li
Jazyk:	angličtina
Rok vydání:	2024
Předmět:	C-C bond activation Brønsted acid catalysis α-alkylation of ketone nucleophilic substitution Organic chemistry QD241-441
Zdroj:	Molecules, Vol 29, Iss 17, p 4266 (2024)
Druh dokumentu:	article
ISSN:	1420-3049
DOI:	10.3390/molecules29174266
Popis:	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.
Databáze:	Directory of Open Access Journals
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