Spirocyclic dihydropyridines by electrophile-induced dearomatizing cyclization of N-alkenyl pyridinecarboxamides

Jemma Senczyszyn, Heloise Brice, Jonathan Clayden

    Research output: Contribution to journalArticlepeer-review

    Abstract

    On treatment with acylating or sulfonylating agents, N-alkenyl pyridine carboxamides (N-pyridinecarbonyl enamines) undergo a dearomatizing cyclization initiated by pyridine acylation and followed by intramolecular trapping of the resulting pyridinium cation. The products are spirocyclic dihydropyridines which may be further elaborated to spirocyclic heterocycles with drug-like features. © 2013 American Chemical Society.
    Original languageEnglish
    Pages (from-to)1922-1925
    Number of pages3
    JournalOrganic Letters
    Volume15
    Issue number8
    DOIs
    Publication statusPublished - 19 Apr 2013

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