A direct one-pot
copper-catalyzed oxidative C–C bond cleavage
route to the synthesis of pyridoquinazolinones is described. This
one-pot strategy involves a copper-catalyzed C–N coupling followed
by concomitant C(sp3)–H oxidation and amidation via oxidative C–C bond cleavage under an O2 atmosphere to deliver the target molecules in high yields.
We
report here a simple and efficient copper catalyzed oxidative
C–C bond cleavage of stable aromatic cyclic-fused and acyclic
1,2-diketones to deliver amides and imides in high yields. This newly
developed protocol provides an excellent tool to transform structurally
different 1,2-diketones into different products under the same reaction
conditions. The key synthetic features of this methodology are the
formation of 1,8-naphthalimides and biphenyl-2,2′-dicarboxamide
motifs in high yields. The fluorescent studies of 1,8-naphthalimide
derivatives were also carried out in order to show the potential application
of these scaffolds.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.