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    Aza-Nazarov Cyclization Reactions via Anion Exchange Catalysis
    (Amer Chemical Soc, 2019) Donmez, Selin E.; Soydas, Emine; Aydin, Gokcen; Sahin, Onur; Bozkaya, Ugur; Turkmen, Yunus E.
    A catalytic aza-Nazarov cyclization between 3,4-dihydroisoquinolines and alpha,beta-unsaturated acyl chlorides has been developed to access alpha-methylene-gamma-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 degrees 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.