Direct assembly of 2-oxazolidinones by chemical fixation of carbon dioxide

T Niemi, J E Perea-Buceta, I Fernandez, Sami Alakurtti, Elina Rantala, T Repo (Corresponding Author)

    Research output: Contribution to journalArticleScientificpeer-review

    16 Citations (Scopus)

    Abstract

    The reaction of {\beta}- and {\gamma}-haloamines with carbon dioxide to give pharmaceutically relevant 2-oxazolidinones and 1,3-dioxazin-2-ones, was found to proceed efficiently in the presence of a base and in the absence of catalyst. After optimization of reaction conditions, the system was successfully expanded to a variety of haloamines, even at multigram scale. The reaction was further studied in silico by DFT calculations.
    Original languageEnglish
    Pages (from-to)8867-8871
    JournalChemistry - A European Journal
    Volume20
    Issue number29
    DOIs
    Publication statusPublished - 2014
    MoE publication typeA1 Journal article-refereed

    Keywords

    • 2-oxazolidones
    • antibiotics
    • carbon dioxide activation
    • carbon dioxide fixation
    • density functional calculations

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  • Cite this

    Niemi, T., Perea-Buceta, J. E., Fernandez, I., Alakurtti, S., Rantala, E., & Repo, T. (2014). Direct assembly of 2-oxazolidinones by chemical fixation of carbon dioxide. Chemistry - A European Journal, 20(29), 8867-8871. https://doi.org/10.1002/chem.201402368