A facile approach to 6-amino-2H-pyrano[2,3-g]isoquinolin-2-ones via a sequential Sonogashira coupling of 6-cyanoumbelliferone triflate and annulations with amines

Alla V. Lipeeva, Makhmut M. Shakirov, Elvira E. Shults

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Palladium-catalyzed synthesis of 2H-pyrano[2,3-g]isoquinolinones have been described from easily accessible precursor 6-cyanoumbelliferone triflate via sequential of Sonogashira coupling and the following annulations with several primary alkylamines under basic conditions The so obtained 6-propargylamino-2H-pyrano[2,3-g]isoquinolinones were involved in the CuAAC reaction with 2-azidobenzoic acid for obtaining 2H-pyrano[2,3-g]isoquinoline-benzoic acid hybrid compounds containing a 1,2,3-triazole linker.

    Original languageEnglish
    Pages (from-to)3301-3310
    Number of pages10
    JournalSynthetic Communications
    Volume49
    Issue number23
    DOIs
    Publication statusPublished - 2 Dec 2019

    Keywords

    • Alkynes
    • Click chemistry
    • coumarin
    • heterocyclization
    • Sonogashira reaction

    Fingerprint Dive into the research topics of 'A facile approach to 6-amino-2H-pyrano[2,3-g]isoquinolin-2-ones via a sequential Sonogashira coupling of 6-cyanoumbelliferone triflate and annulations with amines'. Together they form a unique fingerprint.

    Cite this