A new strategy for the synthesis of benzylic sulfonamides: Palladium-catalyzed arylation and sulfonamide metathesis

Jonathan B. Grimm, Matthew H. Katcher, David J. Witter, Alan B. Northrup*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    26 Scopus citations

    Abstract

    (Chemical Equation Presented) An efficient two-step strategy has been developed to access diversely functionalized benzylic sulfonamides. Execution of this strategy required the development of two reaction methods: the palladium-catalyzed cross-coupling of aryl halides with CH-acidic methanesulfonamides and a metathesis reaction between the resulting α-arylated sulfonamides and diverse amines. The broad scope of the cross-coupling process combined with a versatile sulfonamide metathesis constitutes an efficient strategy for the synthesis of various benzylic sulfonamides.

    Original languageEnglish (US)
    Pages (from-to)8135-8138
    Number of pages4
    JournalJournal of Organic Chemistry
    Volume72
    Issue number21
    DOIs
    StatePublished - Oct 12 2007

    ASJC Scopus subject areas

    • Organic Chemistry

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