A facile synthesis of 3, 5-halo and aryl 1H-pyridin-2-ones from pyridinium N-(pyridin-2-yl) aminide

…, D Sucunza, ML Izquierdo, C Burgos, J Alvarez-Builla

Index: Filace, Fabiana; Sucunza, David; Izquierdo, M. Luisa; Burgos, Carolina; Alvarez-Builla, Julio Tetrahedron, 2013 , vol. 69, # 30 p. 6088 - 6094

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Abstract

The synthesis of halogenated and arylated 1H-pyridin-2-ones starting from pyridinium N- (pyridin-2-yl) aminides is described. The synthetic pathway involves the reaction of pyridinium N-(5-bromopyridin-2-yl) aminide, N-(3-bromo-5-chloropyridin-2-yl) aminide or N- (3, 5-dibromopyridin-2-yl) aminide with different boronic acids to afford monosubstituted and disubstituted aminides in good yields. An additional bromination in the 3-position of N-(5- ...