Facile Access to 3-Unsubstituted Tetrahydroisoquinolonic Acids via the Castagnoli-Cushman Reaction

Natalia Guranova, Dmitry Dar'In, Mikhail Krasavin

    Research output

    6 Citations (Scopus)

    Abstract

    Hitherto undescribed 3-unsubstituted tetrahydroisoquinolonic acids (isolated as their respective methyl esters) were accessed for the first time by the uncatalyzed, thermally promoted Castagnoli-Cushman reaction (CCR) of homophthalic anhydride (HPA) and a series of 1,3,5-triazinanes. The moderate yields observed in some cases are most likely associated with a persistent impurity also formed in these reactions. The new scaffold is expected to find novel medicinal utility (compared to the traditional CCR adducts) because it lacks a substituent at the 3-position.

    Original languageEnglish
    Article numberss-2017-t0751-op
    Pages (from-to)2001-2008
    Number of pages8
    JournalSynthesis (Germany)
    Volume50
    Issue number10
    DOIs
    Publication statusPublished - 17 May 2018

    Scopus subject areas

    • Catalysis
    • Organic Chemistry

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