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Base‐Controlled Selectivity in the Synthesis of Linear and Angular Fused Quinazolinones by a Palladium‐Catalyzed Carbonylation/Nucleophilic Aromatic Substitution Sequence
Authors:Jianbin Chen  Dr Kishore Natte  Dr Anke Spannenberg  Dr Helfried Neumann  Prof?Dr Peter Langer  Prof?Dr Matthias Beller  Prof?Dr Xiao‐Feng Wu
Affiliation:Leibniz‐Institut für Katalyse an der Universit?t Rostock e.V. Albert‐Einstein‐Strasse 29a, 18059 Rostock (Germany)
Abstract:A new approach for the facile synthesis of fused quinazolinone scaffolds through a palladium‐catalyzed carbonylative coupling followed by an intramolecular nucleophilic aromatic substitution is described. The base serves as the key modulator: Whereas DBU gives rise to the linear isomers, Et3N promotes the preferential formation of angular products. Interestingly, a light‐induced 4+4 reaction of the product was also observed.
Keywords:carbonylation  domino reactions  nucleophilic aromatic substitution  palladium catalysts  quinazolinones
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