A new method for the synthesis of 2-Hydroxy-3-nitro-1, 4-naphthoquinones: Application to regiospecific preparation of unsymmetrical nitrobiquinones

…, HC Malinakova, KW Stagliano

Index: Yu, Min; Malinakova, Helena C.; Stagliano, Kenneth W. Journal of Organic Chemistry, 2006 , vol. 71, # 17 p. 6648 - 6651

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Citation Number: 8

Abstract

Novel 2-hydroxy-3-nitro-1, 4-naphthoquinones were synthesized by an improved method utilizing nitronium tetrafluoroborate in high yields. A subsequent conversion to 2-chloro-3- nitro-1, 4-naphthoquinones and a substitution of the chlorine by hydroxyquinone anions yielded 3-nitro-2, 2'-binaphthoquinones with a complete regiocontrol.