One-pot, three-component synthesis of five-membered cyclic nitrones by addition/cyclization/condensation domino reaction |
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Authors: | Marian Buchlovi?,Konstantin Kislitsõ n,Milan Potá ?ek |
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Affiliation: | a Department of Organic Chemistry, Masaryk University, Kotlá?ská 2, 611 37 Brno, Czech Republic b Institute of Chemistry, Tallinn University of Technology, Ehitajate tee 5, 19086 Tallinn, Estonia c Département de Chimie, Université Catholique de Louvain, Bâtiment Lavoisier, Place Louis Pasteur 1, B-1348 Louvain-la-Neuve, Belgium |
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Abstract: | A new approach to five-membered cyclic nitrones connected with the incorporation of a planar aromatic ring system into the structure is described. This procedure is based on an allenyloxime one-pot domino transformation under simple base catalysis in alcoholic and aqueous solvents. The structure of obtained nitrones was studied by X-ray analysis and the reactivity of products in 1,3-dipolar cycloadditions was tested. |
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Keywords: | Allenyloximes Allenes Nitrones Cyclization reaction Heterocyclization Condensation Domino reactions |
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