Synthesis of isopropyl-substituted anthraquinones via Friedel–Crafts acylations: migration of isopropyl groups

Abdel B. Chakiri, Philip Hodge

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Friedel–Crafts reactions of isopropyl-substituted benzenes with phthalic anhydride in the presence of aluminium trichloride, followed by cyclization of the products with strong sulfuric acid give, as expected, anthraquinones. The syntheses, however, often afford more than one anthraquinone. In some cases the isopropyl groups migrate cleanly to other ring positions; in other cases they are lost.
    Original languageEnglish
    Pages (from-to)170451
    JournalRoyal Society Open Science
    Volume4
    Issue number8
    Early online date23 Aug 2017
    DOIs
    Publication statusPublished - 31 Aug 2017

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