Synthesis of 2-Substituted Propenes by Bidentate Phosphine-Assisted Methylenation of Acyl Fluorides and Acyl Chlorides with AlMe 3

Xiu Wang, Zhenhua Wang, Yuya Asanuma, Yasushi Nishihara

    Research output: Contribution to journalArticlepeer-review

    11 Citations (Scopus)

    Abstract

    Bidentate phosphine-assisted methylenation of acyl fluorides and acyl chlorides with substituted with aryl, alkenyl, and alkyl groups trimethylaluminum afforded an array of 2-substituted propene derivatives. The addition of a catalytic amount of DPPM increased an efficiency of the reactions. Trimethylaluminum as the methylenation reagent not only eliminates the presynthesis of methylene transfer reagent, but provides an efficient method for the synthesis of a series of 2-substituted propenes.

    Original languageEnglish
    Pages (from-to)3640-3643
    Number of pages4
    JournalOrganic Letters
    Volume21
    Issue number10
    DOIs
    Publication statusPublished - May 17 2019

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry

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