Facile Synthesis of Benzo[ d ]azol-2(3 H)-ones Using 2-Phenoxycarbonyl-4,5-dichloropyridazin-3(2 H)-one as Green CO Source

Ki Eun Ryu, Bo Ram Kim, Gi Hyeon Sung, Hyo Jae Yoon, Yong Jin Yoon

    Research output: Contribution to journalArticlepeer-review

    23 Citations (Scopus)

    Abstract

    Developing eco-friendly, stable, and easy-to-handle acyl sources is of great importance in synthetic and green chemistry. This study describes the synthesis of benzo[d]azol-2(3H)-ones such as benzo[d]thiazol-2(3H)-ones, benzo[d]oxazol-2(3H)-ones, and benzo[d]imidazol-2(3H)-ones using 2-phenoxycarbonyl-4,5-dichloropyridazin-3(2H)-one in one pot. The reaction reported is carried out under neutral or acidic conditions in the presence of zinc or sodium bicarbonate to give the corresponding heterocycles in good to excellent yields. The reaction uses a solid stable carbonyl source that is a recyclable functional-group carrier, pyridazin-3(2H)-one.

    Original languageEnglish
    Article numberst-2015-u0333-l
    Pages (from-to)1985-1990
    Number of pages6
    JournalSynlett
    Volume26
    Issue number14
    DOIs
    Publication statusPublished - 2015 Sept 1

    Bibliographical note

    Publisher Copyright:
    © Georg Thieme Verlag Stuttgart . New York.

    Keywords

    • carbonylation
    • green chemistry
    • heterocycles
    • medicinal chemistry
    • ring closure

    ASJC Scopus subject areas

    • Organic Chemistry

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