β-Nitro acrylic esters as precursors for the one pot synthesis of polyfunctionalized α,β-unsaturated esters |
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| Authors: | Roberto Ballini Dennis Fiorini Alessandro Palmieri |
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| Affiliation: | Dipartimento di Scienze Chimiche dell’Università di Camerino (UNICAM), Via S. Agostino 1, I-62032 Camerino, Italy |
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| Abstract: | Conjugate addition of activated methylene derivatives to β-nitro acrylic esters in acetonitrile with DBU (2 equiv) as base, allows the one pot formation of polyfunctionalized α,β-unsaturated esters. The procedure is based on a tandem ‘Michael addition-elimination’ process favoured by the simultaneous behaviour of the nitro group as both an electron-withdrawing and leaving group. |
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| Keywords: | Michael addition α,β-Unsaturated esters β-Nitro acrylic esters Nitrous acid elimination Tandem process |
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