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Copper-Catalyzed C-C(O)C Bond Cleavage of Monoalkylated <i>β</i>-Diketone: Synthesis of <i>α</i>,<i>β</i>-Unsaturated Ketones
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
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
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
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
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
- 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 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
- 3 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
- 4 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
- 5 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
- 6 Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Faculty of Chemistry, Northeast Normal University, Changchun, China
International Journal of Organic Chemistry·Volume 13 (2023)·Pages 41–49·Published 12 June 2023·DOI10.4236/ijoc.2023.132004
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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 (K 3 PO 4 ) 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.
KeywordsMonoalkylated <i>β</i>-diketone<i>α</i><i>β</i>-Unsaturated KetonesCopper-CatalyzedC-C(O)C Bond Cleavage
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