Synthesis of C-Ring-Substituted Vasicinones and Luotonins via Regioselective Aza-Nazarov Cyclization of Quinazolinonyl Enones.
Rasapalli SivappaVamshikrishna Reddy SammetaZachary F MurphyYanchang HuangJeffrey A BoerthJames A GolenSergey N SavinovPublished in: Organic letters (2019)
A facile synthesis of C-ring substituted luotonins and vasicinones has been realized via a super-acid-mediated aza-Nazarov cyclization of quinazolinonyl enones. The regioselectivity of the cyclization is highly dependent on proton availability in the reaction medium.