Copper-Catalyzed C-C(O)C Bond Cleavage of Monoalkylated β-Diketone: Synthesis of α,β-Unsaturated Ketones  

Copper-Catalyzed C-C(O)C Bond Cleavage of Monoalkylated β-Diketone: Synthesis of α,β-Unsaturated Ketones

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作  者:Tony Wheellyam Pouambeka Victor N’goka Narcisse Nicaise Obaya Guy Crépin Enoua Hubert Makomo Qian Zhan Tony Wheellyam Pouambeka;Victor N’goka;Narcisse Nicaise Obaya;Guy Crépin Enoua;Hubert Makomo;Qian Zhan(Laboratory of Plant and Life Chemistry Unit: Equipe de Chimie Organique et Analytique des Substances Bioactives, Faculty of Science and Technology, Marien Ngouabi University, Brazzaville, The Republic of Congo;Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Faculty of Chemistry, Northeast Normal University, Changchun, China)

机构地区:[1]Laboratory of Plant and Life Chemistry Unit: Equipe de Chimie Organique et Analytique des Substances Bioactives, Faculty of Science and Technology, Marien Ngouabi University, Brazzaville, The Republic of Congo [2]Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Faculty of Chemistry, Northeast Normal University, Changchun, China

出  处:《International Journal of Organic Chemistry》2023年第2期41-49,共9页有机化学国际期刊(英文)

摘  要: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 (K<sub>3</sub>PO<sub>4</sub>) 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. .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 (K<sub>3</sub>PO<sub>4</sub>) 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. .

关 键 词:Monoalkylated β-diketone α β-Unsaturated Ketones COPPER-CATALYZED C-C(O)C Bond Cleavage 

分 类 号:O62[理学—有机化学]

 

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