Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 29, Pages 7579-7583Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201402779
Keywords
carbonylation; domino reactions; nucleophilic aromatic substitution; palladium catalysts; quinazolinones
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Funding
- State of Mecklenburg-Vorpommern
- Bundesministerium fur Bildung und Forschung (BMBF)
- Deutsche Forschungsgemeinschaft
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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.
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