Iron-mediated oxidative C-H coupling of arenes and alkenes directed by sulfur: An expedient route to dihydrobenzofurans

Craig Cavanagh, Miles Aukland, Quentin Laurent, Alan Hennessy, David Procter

    Research output: Contribution to journalArticlepeer-review

    Abstract

    A novel route to medicinally-relevant dihydrobenzofurans utilises a sulfur-directed C-H ortho-coupling of arenes and unactivated terminal alkenes mediated by iron, and a palladium-catalysed deallylation/heterocyclisation sequence. The iron-mediated coupling affords linear products of alkene chloroarylation in good yield and with complete regioselectivity. The coupling likely proceeds by redox-activation of the arene partner by iron(iii) and alkene addition to the resultant radical cation.

    Original languageEnglish
    Pages (from-to)5286-5292
    Number of pages7
    JournalOrganic and Biomolecular Chemistry
    Volume14
    Issue number23
    Early online date11 May 2016
    DOIs
    Publication statusPublished - 21 Jun 2016

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