Electrophile-induced dearomatizing spirocyclization of N- arylisonicotinamides: A route to spirocyclic piperidines

Gareth Arnott, Heloise Brice, Jonathan Clayden, Emma Blaney

    Research output: Contribution to journalArticlepeer-review

    Abstract

    (Chemical Equation Presented) Treatment of N-arylisonicotinamides with trifluoromethanesulfonic anhydride triggers intramolecular nucleophilic attack of the aryl ring on the 4-position of the pyridinium intermediate. The products are spirocyclic dihydropyridines which can be converted to valuable spirocyclic piperidines related to biologically active molecules such as MK-677. © 2008 American Chemical Society.
    Original languageEnglish
    Pages (from-to)3089-3092
    Number of pages3
    JournalOrganic Letters
    Volume10
    Issue number14
    DOIs
    Publication statusPublished - 2008

    Fingerprint

    Dive into the research topics of 'Electrophile-induced dearomatizing spirocyclization of N- arylisonicotinamides: A route to spirocyclic piperidines'. Together they form a unique fingerprint.

    Cite this