Literature DB >> 16901163

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

Min Yu1, Helena C Malinakova, Kenneth W Stagliano.   

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.

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Year:  2006        PMID： 16901163     DOI： 10.1021/jo060825c

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  1 in total

1.  Synthesis of 2,3-dihydronaphtho[2,3-d][1,3]thiazole-4,9-diones and 2,3-dihydroanthra[2,3-d][1,3]thiazole-4,11-diones and novel ring contraction and fusion reaction of 3H-spiro[1,3-thiazole-2,1'-cyclohexanes] into 2,3,4,5-tetrahydro-1H-carbazole-6,11-diones.

Authors:  Lidia S Konstantinova; Kirill A Lysov; Ljudmila I Souvorova; Oleg A Rakitin
Journal:  Beilstein J Org Chem       Date:  2013-03-19       Impact factor: 2.883
  1 in total

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