Tungstate-Catalyzed Oxidation of Tetrahydroquinolines with Hydrogen Peroxide: A Novel Method for the Synthesis of Cyclic Hydroxamic Acids

Article abstract of DOI:10.1021/jo00293a014

The sodium tungstate catalyzed oxidation of 1,2,3,4-tetrahydroquinolines (1) with 30percent aqueous hydrogen peroxide solution in methanol gives 1-hydroxy-3,4-dihydroquinolin-2(1H)-ones (2), which are important biologically active compounds, in good to excellent yields.The cyclic hydroxamic acid 7 is also obtained in good yield.Since reduction of 2 thus obtained gives 3,4-dihydroquinolin-2(1H)-ones (4), the present reaction provides a convenient method for synthesis of 4 from 1.