TY - JOUR
T1 - A green approach to the production of 2-pyridone derivatives promoted by infrared irradiation
AU - Hernández, Fernando
AU - De la Cruz, Fabiola
AU - López, Julio
AU - Peña, Eduardo
AU - Delgado, Francisco
AU - Alcaraz, Yolanda
AU - Robles, Juvencio
AU - Martínez-Alfaro, Minerva
AU - Vázquez, Miguel A.
PY - 2014
Y1 - 2014
N2 - An alternative is presented for promoting a reaction with infrared irradiation to obtain different 4-aryl-3-cyano-5-ethoxycarbonyl-6-methyl-2-pyridone derivatives 9a-k. The process was carried out with a green approach from the corresponding 4H-pyrans, using mild reaction conditions and infrared irradiation as the energy source. In the first stage, the reaction produced 1,2,3,4-tetrahydropyridin-2-one derivatives 8a-k, followed by an oxidative step to afford the target molecules in good yields. The structure of products 9a-k was confirmed by FT-IR, 1H NMR and 13C NMR spectroscopic techniques and X-ray diffraction. It was found that the efficiency of the reaction depends on the catalyst and the solvent, as well as on the aldehyde substituents.
AB - An alternative is presented for promoting a reaction with infrared irradiation to obtain different 4-aryl-3-cyano-5-ethoxycarbonyl-6-methyl-2-pyridone derivatives 9a-k. The process was carried out with a green approach from the corresponding 4H-pyrans, using mild reaction conditions and infrared irradiation as the energy source. In the first stage, the reaction produced 1,2,3,4-tetrahydropyridin-2-one derivatives 8a-k, followed by an oxidative step to afford the target molecules in good yields. The structure of products 9a-k was confirmed by FT-IR, 1H NMR and 13C NMR spectroscopic techniques and X-ray diffraction. It was found that the efficiency of the reaction depends on the catalyst and the solvent, as well as on the aldehyde substituents.
KW - 2-pyridones
KW - 4H-pyrans
KW - Green approach
KW - Infrared irradiation
KW - Rearrangement
UR - http://www.scopus.com/inward/record.url?scp=84906352880&partnerID=8YFLogxK
M3 - Artículo
SN - 1870-249X
VL - 58
SP - 152
EP - 158
JO - Journal of the Mexican Chemical Society
JF - Journal of the Mexican Chemical Society
IS - 2
ER -