Radical Mediated Aza-Pauson-Khand Reaction of Acetylenes, Imines, and CO Leading to Five-Membered Unsaturated Lactams

Takahide Fukuyama, Takuma Okada, Nao Nakashima, Ilhyong Ryu*

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    2 Scopus citations

    Abstract

    Formal [2+2+1] cycloaddition reaction involving acetylenes, aromatic imines, and CO was achieved by radical chain reaction, which gave five-membered unsaturated lactams in modest to good yields. When we used 5-chloropentyne, sequential carbonylation took place accompanied with double annulation events to give a cyclohexanone-fused lactam in excellent stereoselectivity.

    Original languageEnglish
    Article numbere1900186
    JournalHelvetica Chimica Acta
    Volume102
    Issue number10
    DOIs
    StatePublished - Oct 2019

    Keywords

    • alkynes
    • aromatic imines
    • CO
    • cycloaddition
    • lactams

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