TITLE:
Copper-Catalyzed C-C(O)C Bond Cleavage of Monoalkylated β-Diketone: Synthesis of α,β-Unsaturated Ketones
AUTHORS:
Tony Wheellyam Pouambeka, Victor N’goka, Narcisse Nicaise Obaya, Guy Crépin Enoua, Hubert Makomo, Qian Zhan
KEYWORDS:
Monoalkylated β-diketone, α, β-Unsaturated Ketones, Copper-Catalyzed, C-C(O)C Bond Cleavage
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.13 No.2,
June
13,
2023
ABSTRACT: A new and simple route for the synthesis of α,β-unsaturated ketones via cleavage of the C-C(O)C single bond of monoalkylated β-diketone has been described. The reaction was catalyzed by copper, a cheap transition metal in a weakly basic medium (K3PO4) at room temperature. To carry out this study, we first had to synthesize the monoalkylated β-diketones 1. Afterwards, α,β-unsaturated ketones 2 were obtained with high yields around 80%. Finally, all the products were characterized by 1H NMR, 13C NMR, and HRMS spectra.