Novel Rh catalysis in cross-coupling between alkyl halides and arylzinc compounds possessing ortho-COX (X = OR, NMe2, or Ph) groups

Hideki Takahashi, Shinya Inagaki, Yasushi Nishihara, Takanori Shibata, Kentaro Takagi

    Research output: Contribution to journalArticlepeer-review

    21 Citations (Scopus)

    Abstract

    Rh-dppf was found to be an efficient catalyst for the cross-coupling between primary alkyl halides bearings-hydrogens and arylzinc compounds possessing carbonyl groups such as ester, amide, or ketone at the ortho position. Various functional groups such as ester, nitrite, or acyloxylate moieties on the halides were tolerated under the catalysis conditions. Arylzinc compounds free of ortho-carbonyl groups reacted well with ethyl 3-iodopropanoate, suggesting that the essential intramolecular interaction between carbonyl groups and Rh promotes the reductive elimination.

    Original languageEnglish
    Pages (from-to)3037-3040
    Number of pages4
    JournalOrganic Letters
    Volume8
    Issue number14
    DOIs
    Publication statusPublished - Jul 6 2006

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry

    Fingerprint

    Dive into the research topics of 'Novel Rh catalysis in cross-coupling between alkyl halides and arylzinc compounds possessing ortho-COX (X = OR, NMe<sub>2</sub>, or Ph) groups'. Together they form a unique fingerprint.

    Cite this