Browsing by Subject "Cyclization Cations"

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    Aza-Nazarov cyclization reactions via anion exchange catalysis
    (American Chemical Society, 2019) Dönmez, Selin E.; Soydaş, E.; Aydın, Gökçen; Şahin, O.; Bozkaya, U.; Türkmen, Yunus Emre
    A catalytic aza-Nazarov cyclization between 3,4-dihydroisoquinolines and α,β-unsaturated acyl chlorides has been developed to access α-methylene-γ-lactam products in good yields (up to 79%) as single diastereomers. The reactions proceed efficiently when AgOTf is used as an anion exchange catalyst with a 20 mol % loading at 80 °C. Computational studies were performed to investigate the reaction mechanism, and the findings support the role of the −TMS group in reducing the reaction barrier of the key cyclization step.