Tungstate-catalyzed oxidation of tetrahydroquinolines with hydrogen peroxide: A novel method for the synthesis of cyclic hydroxamic acids

S Murahashi, T Oda, T Sugahara…

Index: Murahashi, Shun-Ichi; Oda, Tetsuya; Sugahara, Toshiaki; Masui, Yoshiyuki Journal of Organic Chemistry, 1990 , vol. 55, # 6 p. 1744 - 1749

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Citation Number: 48

Abstract

The sodium tungstate catalyzed oxidation of 1, 2, 3, 4-tetrahydroquinolines (1) with 30% aqueous hydrogen peroxide solution in methanol gives l-hydroxy-3, 4-dihydroquinolin-2 (1~- 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 (lH)-ones (4), the present reaction provides a convenient ...