(2-Pyridyl)phenyl methanol: a new reagent for metal-free reduction of nitro aromatic compounds |
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Authors: | Donatella Giomi |
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Affiliation: | Dipartimento di Chimica ‘Ugo Schiff’, Laboratorio di Progettazione, Sintesi e Studio di Eterocicli Biologicamenti Attivi (HeteroBioLab), Università di Firenze, Polo Scientifico e Tecnologico, Via della Lastruccia 3-13, I-50019 Sesto Fiorentino, Italy |
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Abstract: | As previously reported for 1-(2-pyridyl)-2-propen-1-ol, (2-pyridyl)phenyl methanol is able to react as hydrogen donor towards nitro aromatic and heteroaromatic compounds. Operating in the presence of methyl acrylate as an aza-Michael acceptor, a domino process involving reduction and conjugate addition steps allows the one pot formation of β-amino esters. The crucial role of the pyridine nucleus in making this purely thermal reactivity of carbinols possible has been shown. |
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Keywords: | Pyridyl carbinols Hantzsch ester 1,4-dihydropyridine mimics Nitro derivatives Metal-free reductions |
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