Ir(I)-catalyzed synthesis of N-substituted pyridones from 2-alkoxypyridines via C-O bond cleavage

Shiguang Pan, Naoto Ryu, Takanori Shibata

    Research output: Contribution to journalArticle

    18 Citations (Scopus)

    Abstract

    A cationic Ir(I) complex-catalyzed O-to-N-alkyl migration in 2-alkoxypyridines bearing a secondary alkyl group on the oxygen atom by C-O bond cleavage is described. The present transformation gave various N-alkylpyridones in moderate to good yields. The addition of sodium acetate played a key role in suppressing β-hydrogen elimination.

    Original languageEnglish
    Pages (from-to)1902-1905
    Number of pages4
    JournalOrganic Letters
    Volume15
    Issue number8
    DOIs
    Publication statusPublished - 2013 Apr 19

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    Bearings (structural)
    Sodium Acetate
    cleavage
    Hydrogen
    acetates
    elimination
    oxygen atoms
    sodium
    Oxygen
    Atoms
    hydrogen
    synthesis
    2-hydroxypyridine

    ASJC Scopus subject areas

    • Organic Chemistry
    • Physical and Theoretical Chemistry
    • Biochemistry

    Cite this

    Ir(I)-catalyzed synthesis of N-substituted pyridones from 2-alkoxypyridines via C-O bond cleavage. / Pan, Shiguang; Ryu, Naoto; Shibata, Takanori.

    In: Organic Letters, Vol. 15, No. 8, 19.04.2013, p. 1902-1905.

    Research output: Contribution to journalArticle

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    abstract = "A cationic Ir(I) complex-catalyzed O-to-N-alkyl migration in 2-alkoxypyridines bearing a secondary alkyl group on the oxygen atom by C-O bond cleavage is described. The present transformation gave various N-alkylpyridones in moderate to good yields. The addition of sodium acetate played a key role in suppressing β-hydrogen elimination.",
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