Design and synthesis of new functionalized isoindigo and (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis(indolin-2-one) derivatives

Gholamhossein Khalili*, Anthony C. Willis, Paul A. Keller

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    5 Citations (Scopus)

    Abstract

    Abstract: A library of N,N-substituted isoindigo derivatives were prepared by reaction of isoindigo with a variety of alkylating agents in the presence of MeONa under mild conditions in yields of 65–80%. A new, more efficient synthesis of (3Z,3′Z)-3,3′-(ethane-1,2-diylidene)bis(indolin-2-one) is described by reaction of oxindole with glyoxal at reflux in methanol—a small library of N,N′-substituted derivatives were also prepared in 60–70% yield. Graphical abstract: [Figure not available: see fulltext.].

    Original languageEnglish
    Pages (from-to)2103-2111
    Number of pages9
    JournalMonatshefte fur Chemie
    Volume149
    Issue number11
    DOIs
    Publication statusPublished - 1 Nov 2018

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