@article{oai:kutarr.kochi-tech.ac.jp:00000293, author = {Le, Thi Song and Asahara, Haruyasu and Kobiro, Kazuya and Sugimoto, Ryuichi and Saigo, Kazuhiko and Nishiwaki, Nagatoshi}, issue = {3}, journal = {Asian Journal of Organic Chemistry}, month = {Mar}, note = {2-Arylated-5-nitropyridines were efficiently synthesized by a three-component ring transformation of 3,5-dinitro-2-pyridone with aromatic ketones in the presence of ammonium acetate, in which the dinitropyridone serves as a synthetic equivalent of an unstable nitromalonaldehyde. Although a 2,8-diazabicyclo[3.3.1]non-3-ene derivative was also formed as a byproduct, it was converted into nitropyridines under the reaction conditions, heating in the presence of ammonium acetate. This experimental fact implies that the former compound is a kinetically controlled product and the latter is a thermodynamically controlled product because of the aromatization. This method is applicable to various kinds of aryl and (hetero)aryl ketones to afford the corresponding (hetero)arylated pyridines in good to excellent yields.}, pages = {297--302}, title = {Synthesis of 2-Aryl-5-Nitropyridines by Three-Component Ring Transformation of 3,5-Dinitro-2-Pyridone}, volume = {3}, year = {2014} }