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 b-amino esters. The crucial role of the pyridine nucleus in making this purely thermal reactivity of carbinols possible has been shown.
(2-Pyridyl)phenyl Methanol: a New Reagent for Metal-free Reduction of Nitro Aromatic Compounds / D. Giomi; R. Alfini; A. Brandi. - In: TETRAHEDRON. - ISSN 0040-4020. - STAMPA. - 67:(2011), pp. 167-172. [10.1016/j.tet.2010.11.008]
(2-Pyridyl)phenyl Methanol: a New Reagent for Metal-free Reduction of Nitro Aromatic Compounds
GIOMI, DONATELLA;BRANDI, ALBERTO
2011
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 b-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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