Tetrahedron Letters

Regioselective oxidation of 3-monosubstituted juglone derivatives

EA Couladouros, AT Strongilos

Index: Couladouros, Elias A.; Strongilos, Alexandros T. Tetrahedron Letters, 2000 , vol. 41, # 4 p. 535 - 538

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Citation Number: 14

Abstract

Derivatives of 3-substituted juglones with either electron-withdrawing or-donating substituents are regioselectively oxidized to o-or p-naphthoquinones using salcomine/air or [bis (trifluoroacetoxy) iodo] benzene, respectively. The structure of the oxidation products was confirmed by chemical transformations. A correlation between chemical shift of the single quinoid proton and the quinone structure was established.