Vanadium-Catalyzed Synthesis of 4(3<i>H</i>)-Quinazolinones from Anthranilamides and Aryl Aldehydes

Abstract

Abstract An efficient synthesis of 2-substituted and 2,3-disubstituted quinazolin-4(3H)-ones via tandem reaction of anthranilamides and aromatic aldehydes catalyzed by vanadyl acetylacetonate with 1 mol% loading under an air atmosphere is described. This new method is associated with several advantages such as low catalyst loading (only 1 mol%), use of green oxidant in the form of air, high atom economy, and good to excellent yields. A mechanism of vanadium-catalyzed synthesis of 4(3H)-quinazolinones has also been proposed. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications ® to view the free supplemental file.