Palladium-Catalyzed Synthesis of Phenanthridine/Benzoxazine-Fused Quinazolinones by Intramolecular CH Bond Activation

A highly efficient synthesis of phenanthridine/benzoxazine-fused quinazolinones by ligand-free palladium-catalyzed intramolecular CH bond activation under mild conditions has been developed. The CC coupling provides the corresponding N-fused polycyclic heterocycles in good to excellent yields and wi...

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Published inChemistry : a European journal Vol. 21; no. 38; pp. 13210 - 13215
Main Authors Gupta, Puneet K., Yadav, Nisha, Jaiswal, Subodh, Asad, Mohd, Kant, Ruchir, Hajela, Kanchan
Format Journal Article
LanguageEnglish
Published WEINHEIM Wiley 14.09.2015
Wiley Subscription Services, Inc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
fused-ring systems
DIRECT ARYLATION
RECEPTOR ANTAGONISTS
H BOND
ANALOGS
oxidation
CC coupling
CH activation
heterocycles
COUPLING REACTIONS
ANTIMALARIAL ACTIVITY
AGENTS
DERIVATIVES
ALKALOIDS
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Summary:A highly efficient synthesis of phenanthridine/benzoxazine-fused quinazolinones by ligand-free palladium-catalyzed intramolecular CH bond activation under mild conditions has been developed. The CC coupling provides the corresponding N-fused polycyclic heterocycles in good to excellent yields and with wide functional group tolerance.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201501591