Synthesis of new potentially bioactive bicyclic 2-pyridones.
Three convenient methods of reduction of the nitro group of 5-nitroimidazoles and 5-nitrothiazole that bear a diethylmethylene malonate group in an ortho-like position with respect to the nitro group and cyclization of the resulting amino derivatives are reported. These reactions afforded the target bicyclic 2-pyridones in good to excellent yields.
Crozet
Maxime D
MD
Laboratory of Pharmaceutical Organic Chemistry, CNRS UMR 6517, University of the Méditerranée. (Aix - Marseille 2), Faculty of Pharmacy, 27 Bd Jean Moulin, 13385 Marseille Cedex 5, France.
George
Pascal
P
Crozet
Michel P
MP
Vanelle
Patrice
P
D003500:Cyclization; D008954:Models, Biological; D015538:Nitrosation; D011728:Pyridones / Q000138:chemical synthesis* / Q000737:chemistry
D011728:Pyridones; C017679:2-hydroxypyridine