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    Review of 'Synthesis of Quinolinequinone Derivatives and related Carbocyclic Compounds'

    Synthesis of Quinolinequinone Derivatives and related Carbocyclic CompoundsCrossref
    Buchwald-Hartwig amination for activated vinyl chlorides/bromides..
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    Synthesis of Quinolinequinone Derivatives and related Carbocyclic Compounds

    Palladium-catalyzed Buchwald-Hartwig aminations of various quinolinequinone derivatives give excellent yields of novel 6-arylamino derivatives of the disubstituted quinolinequinones and 3-arylamino derivatives of the corresponding naphthoquinones. The precursor quinolinequinones are prepared in a three-step sequence from 8-hydroxyquinoline. The transition-metal catalyzed arylations of 6,7-dibromo-5,8-quinolinequinone, 6,7-chloro-5,8-quinolinequinone and 2,3-dichloro-1,4-naphthoquinone are reported for the first time and offer fast and easy access to their derivatives.

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      Pd catalysis,amination,Buchwald-Hartwig reaction,quinolidinequinones

      Review text

      There is already cheaper method for the synthesis of 6-arylamino-7chloro-5,8 quinoline diones using CeCl3.7H20 from 6,7-dichloro-5,8-quinoline diones. Unfortunately the authors did not cite that article (Bioorg. Med. Chem. 2004, 12, 1623). The amination of 2,3-dichloro-1,4 napthoquinones by this strategy (Buchwald-Hartwig amination) is new and was not reported by older method. It will be interesting if the authors could also synthesize 7-arylamino-6chloro-5,8quinolinediones as their structures are similar to Streptogirin 2,3 and Lavendamycin4 (Figure 1).


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