α-Diazoacetamides in Sc(OTf) 3 -Catalyzed Tiffeneau-Demjanov Ring Expansion: Application towards the Synthesis of Rare Bicyclic Pyrazoles

Sergey Chuprun, Dmitry Dar'In, Grigory Kantin, Petr Zhmurov, Mikhail Krasavin

    Research output

    1 Citation (Scopus)

    Abstract

    A novel Sc(OTf) 3 -catalyzed Tiffeneau-Demjanov ring expansion of six-membered cyclic ketones has been developed. The resulting seven-membered cyclic β-keto carboxamides were found to be versatile precursors to rare bicyclic pyrazoles obtained in modest to good yields via condensation with aryl hydrazines in the presence of Lawesson's reagent.

    Original languageEnglish
    Article numberst-2019-b0609-l
    Pages (from-to)373-377
    JournalSynlett
    Volume31
    Issue number4
    DOIs
    Publication statusPublished - 3 Mar 2020

    Scopus subject areas

    • Organic Chemistry

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