title: Base-controlled selectivity in the synthesis of linear and angular fused quinazolinones by a palladium-catalyzed carbonylation/nucleophilic aromatic substitution sequence.
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.
authors.affiliation: Leibniz-Institut für Katalyse an der Universität Rostock e.V. Albert-Einstein-Strasse 29a, 18059 Rostock (Germany).
authors.forename: Jianbin
authors.initials: J
authors.lastname: Chen
authors.forename: Kishore
authors.initials: K
authors.lastname: Natte
authors.forename: Anke
authors.initials: A
authors.lastname: Spannenberg
authors.forename: Helfried
authors.initials: H
authors.lastname: Neumann
authors.forename: Peter
authors.initials: P
authors.lastname: Langer
authors.forename: Matthias
authors.initials: M
authors.lastname: Beller
authors.forename: Xiao-Feng
authors.initials: XF
authors.lastname: Wu
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D007536:Isomerism; D008958:Models, Molecular; D010165:Palladium / Q000737:chemistry*; D052999:Quinazolinones / Q000737:chemistry*
chemical_list: D052999:Quinazolinones; D010165:Palladium
keywords: carbonylation; domino reactions; nucleophilic aromatic substitution; palladium catalysts; quinazolinones