1-(2-Pyridyl)-2-propen-1-ol: a multipurpose reagent in organic synthesis
A peculiar thermal behaviour of hydroxyallylpyridyl derivatives, likely associated to the weak acidity of the 'picoline-type' hydrogen atom and responsible for the formation of allyl inversion products, has been reported. The 'mobility' of the same hydrog
Giomi, Donatella,Piacenti, Michela,Alfini, Renzo,Brandi, Alberto
experimental part
p. 7048 - 7055
(2009/12/06)
New reactivity of 1-(2-pyridyl)-2-propen-1-ol with nitro derivatives
1-(2-Pyridyl)-2-propen-1-ol showed an unprecedented reactivity behaving as Hantzsch ester 1,4-dihydropyridine mimic for the metal-free reduction of the nitro group of electron-deficient aromatic and heteroaromatic nitro compounds to the corresponding amino function. The redox mechanism is part of a domino process involving a direct trapping of the amino derivatives through aza-Michael addition to the vinyl ketone intermediate leading to the one-pot formation of new functionalised aminoacylpyridines.
Giomi, Donatella,Alfini, Renzo,Brandi, Alberto
scheme or table
p. 6977 - 6979
(2009/04/07)
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